1-[2-(methylsulfanyl)-10H-phenothiazin-10-yl]ethanone

1-[2-(methylsulfanyl)-10H-phenothiazin-10-yl]ethanone (3): Off-white solid, yield. 93% (218 g),

m. p. 223-226 °C.

1H NMR (400 MHz, CDCl3, δ/ppm): 7.49 (d, 1H, arom H, J = 7.6 Hz), 7.46-7.42 (m, 2H, arom H), 7.36-7.32 (m, 2H, arom H), 7.28-7.22 (m, 1H, arom H), 7.13 (dd, 1H, arom H, J = 8.0 Hz and 1.6 Hz), 2.51 (s, 3H, -SCH3), 2.23 (s, 3H, -COCH3).

13C NMR (100 MHz, DMSO-d6, δ/ppm): 168.36, 139.19, 138.52, 137.74, 132.05, 128.07, 127.97, 127.78, 127.44, 127.19, 126.94, 124.60, 124.51, 22.71, 14.88.

MS m/z (ESI): 288.04 (M+H)+.

An efficient, practical, and commercially viable manufacturing process was developed with ≥99.7% purity and 31% overall yield (including four chemical reactions and one recrystallization) for an active pharmaceutical ingredient, called Metopimazine (1), an antiemetic drug used to prevent emesis during chemotherapy. The development of two in situ, one-pot methods in the present synthetic route helped to improve the overall yield of 1 (31%) compared with earlier reports (<15%). For the first time, characterization data of API (1), intermediates, and also possible impurities are presented. The key process issues and challenges were addressed effectively and achieved successfully.

Org. Process Res. Dev., Article ASAP

DOI: 10.1021/acs.oprd.7b00052

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NMR EXAMPLES TO LEARN, (E)-5-Phenylpent-2-enal with real (lit) and predict data

(E)-5-Phenylpent-2-enal has the following physical and spectroscopic properties: 

¹H NMR (500 MHz, CDCl₃) δ: 2.66-2.71 (m, 2H), 2.85 (t, J = 7.5 Hz, 2 H), 6.15 (ddt, J = 15.8, 7.8, 1.4 Hz, 1 H), 6.87 (td, J = 15.7, 6.7 Hz, 1 H), 7.20-7.25 (m, 3 H), 7.31-7.34 (m, 2 H), 9.51 (d, J = 7.8 Hz, 1 H). 

¹³C NMR (125 MHz, CDCl₃) δ: 34.3, 34.4, 126.6, 128.5, 128.8, 133.6, 140.4, 157.4, 194.1. 

IR (neat) cm⁻¹: 3064, 3031, 2930, 1685, 1490, 1120. 

HRMS calcd. for C₁₁H₁₂O (MH⁺): 161.0966, found 161.0964. 

GC-MS (EI) m/z (relative intensity), 160 (8%, M⁺), 142 (14%), 129 (12%), 116 (75%), 92 (35%), 91 (100%), 77 (18%), 65 (60%), 51 (21%).

Purity by GC: 97% (t_R = 10.5 min; conditions same as in Note 7).

The material crystallizes in the freezer and has an approximate melting point of -12 to -14 °C.


1H NMR

13 C NMR

1H NMR AND 13C NMR PREDICT COMING.......

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O=C\C=C\CCc1ccccc1

2-pyrazolin-5-one

137-45-1 cas

• 3-Pyrazolin-5-one (8CI)
• Pyrazol-3(or 5)-ol (6CI,7CI)
• 1,2-Dihydro-3H-pyrazol-3-one
• 1,2-Dihydropyrazol-3-one
• 1H-Pyrazol-3-ol

• 1H-Pyrazol-5-ol
• 3-Hydroxypyrazole
• 3-Pyrazoline-5-one
• 3-Pyrazolone
• 4-Pyrazolin-3-one
• NSC 520837
• Pyrazol-3-ol
• Pyrazol-5-ol

Compound 1: Under stirring, to a solution of 5.81 g (50 mmol) of methyl (2E)-3-methoxyacrylate in methanol (5 mL) was hydrazine hydrate (2.75 g, 55 mmol) added and the mixture was refluxed for 1h. Evaporation under reduced pressure to dryness gave 4.13 g (98%) of a slightly yellowish powder, pure according to 1H NMR spectroscopy.

Melting point: 160–162 °C, crystal modifications starting at ~140 °C, (lit. [12] 162–164 °C).

1H-NMR (300 MHz, DMSO-d6, 28 °C, numbering for 1H-pyrazol-3-ol = form D) [13]: δ= 9.82 (br s, 2H, XH); 7.33 (d, 3 J(H5,H4)= 2.3 Hz, 1H, H5); 5.43 (d, 3 J(H4,H5)= 2.3 Hz, 1H, H4).

13C-NMR (75 MHz, DMSO-d6, 28 °C, numbering for 1H-pyrazol-3-ol = form D) [13]: δ= 161.0 (C3, 2 J(C3,H4)= 3.4 Hz, 3 J(C3,H5)= 9.2 Hz); 130.1 (C5, 1 J = 184.0 Hz, 2 J(C5,H4)= 8.2 Hz); 89.3 (C4, 1 J = 175.6 Hz, 2 J(C4,H5)= 8.7 Hz).

15N-NMR (50 MHz, DMSO-d6, 294 K) [14]: δ= –126.5; –192.0.

MS (m/z, %) [15]: 84 (M+ , 100); 55 (24).

Elemental Analysis: Calculated for C3H4N2O (84.08): C, 42.86%; H, 4.80%; N, 33.32%. Found: C, 42.75%; H, 4.65%; N, 33.15%.

References and /Notes:

1. J. Elguero, In 'Comprehensive Heterocyclic Chemistry: Pyrazoles and their Benzo Derivatives', Vol. 5; A. R. Katritzky and C. W. Rees, Eds., Pergamon Press, Oxford, 1984, 167–303.

2. Stanovnik, B.; Svete, J. Product class 1: Pyrazoles. Science of Synthesis 2002, 12, 15–225.

3. Eller, G. A.; Holzer, W. Heterocycles 2004, 63, 2537–2555.

4. Becker, W.; Eller, G. A.; Holzer, W. Synthesis 2005, 2583–2589.

5. Testa, E.; Fontanella, L. Farmaco 1971, 26, 1017–35.

6. Dorn, H.; Zubek, A. J. Prakt. Chem. 1971, 313, 1118–24.

7. Maywald, V.; Steinmetz, A.; Rack, M.; Gotz, N.; Gotz, R.; Henkelmann, J.; Becker, H.; Aiscar Bayeto, PCT Int. Appl. WO 0031042 A2 2000 (Chem. Abstr., 2000, 133, 4655).

8. Holzer, W.; Hallak, L. Heterocycles 2004, 63, 1311–1334, and references cited therein.

9. Cizmarik, J.; Lycka, A. Pharmazie 1988, 43, 794–795.

10. Holzer, W.; Kautsch, C.; Laggner, C.; Claramunt, R. M.; Perez-Torralba, M.; Alkorta, I.; Elguero, J. Molbank 2004 http://www.mdpi.org/molbank/molbank2006/m464.htm 2 von 3 24.02.2009 12:54 Tetrahedron 2004, 60, 6791–6805.

11. Sackus, A.; Holzer, W. manuscript in preparation.

12. Lingens, F.; Schneider-Bernloehr, H. Liebigs Ann. Chem. 1965, 686, 134–144.

13. The spectrum was obtained on a Varian UnityPlus 300 spectrometer (299.95 MHz for 1H, 75.43 MHz for 13C). The center of the solvent signal was used as an internal standard which was related to TMS with δ 2.49 ppm (1H NMR) and δ 39.5 ppm (13C NMR).

14. The spectrum was obtained on a Bruker Avance 500 spectrometer and was referenced against neat, external nitromethane (coaxial capillary). The signals were not unequivocally assigned to the N atoms. 15. The spectrum was obtained on a Shimadzu QP 1000 instrument (EI, 70eV).

Molbank 2006, M464 http://www.mdpi.net/molbank/ A one-step synthesis of pyrazolone Gernot A. Eller* and Wolfgang Holzer Department of Drug Synthesis, University of Vienna, Althanstrasse 14, 1090 Vienna, Austria Phone: +43-1-4277-55634, e-mail: gernot.eller@univie.ac.at *Author to whom correspondence should be addressed

file:///C:/Users/91200291/Downloads/molbank-2006-M464.pdf

NMR IS EASY EVEN MOM CAN TEACH YOU

Patent

https://patentscope.wipo.int/search/en/detail.jsf;jsessionid=53A64F5E273ACA610ACAED2A3499BC0F.wapp2nA?docId=WO2015095792&recNum=1&maxRec=&office=&prevFilter=&sortOption=&queryString=&tab=PCTDescription

Synthesis of lH-pyrazol-3-ol

[0223] To a 100 mL round-bottom flask was added methyl (2E)-3-methoxyprop-2-enoate (11.6 g, 99.90 mmol, 1.00 equiv) and methanol (10.0 mL), followed by the addition of hydrazine hydrate (7.8 mL) dropwise with stirring. The resulting solution was stirred for 90 min at 85°C, then concentrated under vacuum to afford crude lH-pyrazol-3-ol as a white solid.

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3-(2-(Benzoylamino)ethyl)-1-phenyl-1H-pyrazol-5-yl benzoate

3-(2-(Benzoylamino)ethyl)-1-phenyl-1H-pyrazol-5-yl benzoate (14). Benzoyl chloride (0.230 mL, 2 mmol) was added to a stirred suspension of amine 6c (276 mg, 1 mmol) in a mixture of anhydrous dichloromethane (10 mL) and 4-methylmorpholine (0.66 mL, 6 mmol) and the mixture was stirred at r.t. for 12 h. Volatile component were evaporated in vacuo and the residue was chromatographed over silica gel (50% EtOAc/hexanes). Fractions containing the products were combined and evaporated in vacuo to give 14. Yellow solid, yield 79%, 326 mg,

mp 109– 112 °C,

IR (νmax, cm –1): 3289, 1753 (C=O), 1632 (C=O), 1445, 1315, 1247, 1076, 760, 697.

1 H NMR (300 MHz, CDCl3), δH 3.01 (2H, t, 3 JHH = 6.3 Hz, CH2CH2NH), 3.86 (2H, q, 3 JHH = 6.0 Hz, CH2CH2NH), 6.36 (1H, s, 4-H of pyrazole), 7.16 (3H, br s, NH), 7.31–7.53 (8H, m, 8H of Ph), 7.59–7.68 (3H, m, 3H of Ph), 7.78–7.83 (2H, m, 2H of Ph), 8.05–8.11 (2H, m, 2H of Ph).

13C NMR (126 MHz, DMSO-d6), δC 28.7, 38.9, 95.8, 122.7, 127.17, 127.23, 127.3, 128.3, 129.25, 129.30, 130.1, 131.1, 134.6, 134.8, 137.6, 144.0, 150.3, 161.8, 166.2. MS, m/z = 412 (MH+ ),

HRMS (ESI), m/z = 412.1649 (MH+ ), C25H22N3O3 requires 412.1656.

Anal. Calcd for C25H21N3O3 (411.45): C, 63.66; H, 6.16; N, 17.13%, Found: C, 63.47; H, 6.30; N, 16.91%.

Synthesis of 3-(2-aminoethyl)-5-hydroxy-1H-pyrazole derivatives

Uroš Grošelj; David Kralj; Jernej Wagger; Georg Dahmann; Branko Stanovnik; Jurij Svete

Skip other details (including permanent urls, DOI, citation information)

Volume 2012, Issue 3, Commemorative Issue in Honor of Prof. Rainer Beckert on the occasion of his 60th anniversary, pp. 49-65

DOI: http://dx.doi.org/10.3998/ark.5550190.0013.305

Visible-light-induced and iron-catalyzed methylation of N-arylacrylamides with dimethyl sulphoxide: a convenient access to 3-ethyl-3-methyl oxindoles

Visible-light-induced and iron-catalyzed methylation of N-arylacrylamides with dimethyl sulphoxide: a convenient access to 3-ethyl-3-methyl oxindoles

Org. Biomol. Chem., 2017, Advance Article
DOI: 10.1039/C7OB00779E, Paper

Zuguang Xie, Pinhua Li, Yu Hu, Ning Xu, Lei Wang
An efficient synthesis of 3-ethyl-3-methyl oxindoles by visible-light promoted and iron-catalyzed difunctionalization of N-arylacrylamides with dimethyl sulphoxide was developed

Visible-light-induced and iron-catalyzed methylation of N-arylacrylamides with dimethyl sulphoxide: a convenient access to 3-ethyl-3-methyl oxindoles

Zuguang Xie,a  Pinhua Li,*a  Yu Hu,a  Ning Xua  and  Lei Wang*ab 

Author affiliations

*Corresponding authors

aDepartment of Chemistry, Huaibei Normal University, Huaibei, P. R. China
E-mail: pphuali@126.com, leiwang@chnu.edu.cn
Fax: +86-561-3090-518
Tel: +86-561-3802-069

bState Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, P. R. China

Abstract

A visible-light-induced and iron-catalyzed methylation of arylacrylamides by dimethyl sulphoxide (DMSO) is achieved, leading to 3-ethyl-3-methyl indolin-2-ones in high yields. This reaction tolerates a series of functional groups, such as methoxy, trifluoromethyl, cyano, nitro, acetyl and ethyloxy carbonyl groups. The visible-light promoted radical methylation and arylation of the alkenyl group are involved in this reaction.

 

 

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N-Cyclohexylpiperidine-1-carboxamide

N-Cyclohexylpiperidine-1-carboxamide (7a)

Melting point: 140.2 – 141.4 ºC (lit. 140 – 141 ºC)[S1]

IR (6.3 mg/mL): νmax 3460, 2937, 2856, 1640, 1510, 1451 cm-1 ;

1H NMR: δ 6.00 (br d, J = 7.7 Hz, 1H), 3.37 (tdt, J = 11.0, 7.6, 3.9 Hz, 1H), 3.25 – 3.19 (m, 4H), 1.77 – 1.68 (m, 2H), 1.68 – 1.61 (m, 2H), 1.59 – 1.52 (m, 1H), 1.52 – 1.46 (m, 2H), 1.42 – 1.34 (m, 4H), 1.26 – 1.18 (m, 2H), 1.18 – 1.09 (m, 2H), 1.05 (qt, J = 12.1, 3.3 Hz, 1H) ppm;

13C NMR: δ 156.7, 49.1, 44.3, 33.2, 25.4, 25.3, 25.1, 24.2 ppm;

ESI-HRMS: calcd for C12H23ON2 [M+H]+ : 211.18049; found: 211.18067; delta=0.8 ppm

Synthesis of Urea Derivatives in Two Sequential Continuous-Flow Reactors

Péter Bana† , Ágnes Lakó†, Nóra Zsuzsa Kiss†, Zoltán Béni‡, Áron Szigetvári‡, János Kóti‡, György István Túrós‡, János Éles‡, and István Greiner*‡ 

† Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, 1521 Budapest, Hungary

‡ Gedeon Richter Plc., PO Box 27, 1475 Budapest, Hungary

Org. Process Res. Dev., Article ASAP

DOI: 10.1021/acs.oprd.7b00019

A continuous-flow system consisting of two sequential microreactors was developed for the synthesis of nonsymmetrically substituted ureas starting from tert-butoxycarbonyl protected amines. Short reaction times could be achieved under mild conditions. In-line FT-IR analytical technique was used to monitor the reaction, including the formation of the isocyanate intermediate, thus allowing optimization of the reagent ratios. The mechanistic role of the applied base was also clarified. The setup was successfully utilized for the synthesis of several urea derivatives including the active pharmaceutical ingredient cariprazine.

References

[S1] Y. Matsumura, Y. Satoh, O. Onomura, T. Maki, J. Org. Chem. 2000, 65, 1549. doi:10.1021/jo991076k

[S2] P. Liu, Z. Wang, X. Hu, European J. Org. Chem. 2012, 2012, 1994. doi:10.1002/ejoc.201101784

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Palladium-catalyzed coupling of azoles with 1-aryltriazenes via C–H/C–N cleavage

 

Palladium-catalyzed coupling of azoles with 1-aryltriazenes via C–H/C–N cleavage

Wei-Can Daia  and  Zhong-Xia Wang*ab 

*Corresponding authors

aCAS Key Laboratory of Soft Matter Chemistry, Hefei National Laboratory for Physical Sciences at Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, P. R. China
E-mail: zxwang@ustc.edu.cn
Tel: +86 551 63603043

bCollaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300072, P. R. China

Abstract

In the presence of CuCl and ButOLi, PdCl2/dppe catalyzes the reaction of (benzo)oxazoles or (benzo)thiazoles with 1-aryltriazenes to yield arylated products of (benzo)oxazoles or (benzo)thiazoles. Functional groups including F, Cl, CF3, COOEt, CN, OMe, NMe2, Py, and thienyl groups can be tolerated.

Regioselective acylation and carboxylation of [60]fulleroindoline via electrochemical synthesis

    

3a (11.2 mg, 38%) were obtained along with unreacted 1 (1.1 mg, 4%).

1H NMR (400 MHz, CS2/CDCl3) δ 8.39 (d, J = 8.0 Hz, 2H), 7.60 (t, J = 7.4 Hz, 1H), 7.50 (t, J = 7.7 Hz, 2H), 7.41 (d, J = 7.8 Hz, 1H), 7.29 (s, 1H), 7.04 (d, J = 7.8 Hz, 1H), 5.95 (s, 1H), 2.76 (s, 3H), 2.52 (s, 3H);

13C NMR (100 MHz, CS2/CDCl3, all 1C unless indicated) δ 196.06 (C=O), 167.78 (C=O), 152.39, 152.08, 151.38, 150.04, 149.83, 149.22, 148.81, 148.52, 148.26, 147.93, 147.86, 147.73, 147.36, 147.18, 147.14 (2C), 146.91, 146.86, 146.41, 146.40, 145.99 (2C), 145.95, 145.92, 145.53, 145.37, 145.33, 144.82 (2C), 144.80, 144.72, 144.54, 144.42, 144.31, 144.14, 143.84, 143.65, 143.42, 143.31, 143.05, 142.13, 141.93, 141.79, 141.72 (2C), 141.69, 141.55, 141.35, 141.24, 141.10, 140.63, 140.14, 139.93 (aryl C), 138.84, 137.70, 137.54 (aryl C), 137.47, 137.38, 135.44 (aryl C), 133.14 (aryl C), 129.16 (2C, aryl C), 128.72 (2C, aryl C), 128.61 (aryl C), 125.80 (aryl C), 125.42 (aryl C), 115.11 (aryl C), 83.58 (sp3 -C of C60), 69.89 (sp3 -C of C60), 62.42 (sp3 -C of C60), 56.81 (sp3 -C of C60), 26.84, 22.25;

UV-vis (CHCl3) λmax nm (log ε) 251.0 (5.1), 318.5 (4.6), 403.5 (4.0), 440.0 (3.9), 525.5 (3.2), 703.5 (2.5);

FT-IR ν/cm-1 (KBr) 2922, 2860, 1668, 1599, 1499, 1439, 1366, 1304, 1236, 1180, 1086, 1020, 964, 858, 802, 748, 691, 604, 528;

MALDI-TOF MS m/z calcd for C76H16NO2 [M+H]+ 974.1176, found 974.1165.

Regioselective acylation and carboxylation of [60]fulleroindoline via electrochemical synthesis

Hao-Sheng Lin,a  Yutaka Matsuo,a  Jun-Jie Wanga  and  Guan-Wu Wang*ab 

Author affiliations

Abstract

A regioselective and highly efficient electrochemical method for direct acylation and carboxylation of a [60]fulleroindoline has been developed. By using inexpensive and readily available acyl chlorides and chloroformates, both keto and ester groups can be easily attached onto the fullerene skeleton to afford 1,2,3,16-functionalized [60]fullerene derivatives regioselectively. In addition, a plausible mechanism for the formation of fullerenyl ketones and esters is proposed, and their further transformations under basic and acidic conditions have been investigated.

1,5-bis-(2-furanyl)-1,4-pentadien-3-one (FAF)

A catalytic aldol condensation system enables one pot conversion of biomass saccharides to biofuel intermediates

Huixiang Li,ab  Zhanwei Xu,a  Peifang Yana  and  Z. Conrad Zhang*a 

Author affiliations

*Corresponding authors

aState Key Laboratory of Catalysis, Dalian National Laboratory for Clean Energy, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, China
E-mail: zczhang@yahoo.com

bDepartment of Chemical Engineering, University of Chinese Academy of Sciences, Beijing, China

Abstract

Producing bio-intermediates from lignocellulosic biomass with minimal process steps has a far-reaching impact on the biofuel industry. We studied the metal chloride catalyzed aldol condensation of furfural with acetone under conditions compatible with the upstream polysaccharide conversions to furfurals. In situ far infrared spectroscopy (FIR) was applied to guide the screening of aldol condensation catalysts based on the distinguishing characteristics of metal chlorides in their coordination chemistries with carbonyl-containing compounds. NiCl2, CoCl2, CrCl3, VCl3, FeCl3, and CuCl2 were selected as the potential catalysts in this study. The FIR results further helped to rationalize the excellent catalytic performance of VCl3 in furfural condensation with acetone, with 94.7% yield of biofuel intermediates (C8, C13) in 1-butyl-3-methylimidazolium chloride ([BMIM]Cl) solvent. Remarkably, addition of ethanol facilitated the acetal pathway of the condensation reaction, which dramatically increased the desired product selectivity over the furfural pathway. Most significantly, we demonstrate for the first time that VCl3 catalyzed aldol condensation in acidic medium is fully compatible with upstream polysaccharide hydrolysis to monosaccharide and the subsequent monosaccharide isomerization and dehydration to furfurals. Our preliminary results showed that a 44% yield of biofuel intermediates (C8, C13) can be obtained in one-pot conversion of xylose catalyzed by paired metal chlorides, CrCl2 and VCl3. A number of prior works have shown that the biofuel intermediates derived from the one-pot reaction of this work can be readily hydrogenated to biofuels.

1,5-bis-(2-furanyl)-1,4-pentadien-3-one (FAF)

FAF is a yellow solid.1H NMR (400 MHz, CDCl3, TMS) δ 7.51 – 7.46 (m, 4H), 6.92 (d, J = 15.6 Hz, 2H), 6.69 (d, J = 3.4 Hz, 2H), 6.50 – 6.49 (m, 2H);13C NMR (100 MHz, CDCl3) δ 188.1, 151.6, 144.9, 129.2, 123.2, 115.8, 112.6

Synthesis of β-keto sulfones via a multicomponent reaction through sulfonylation and decarboxylation

 

1-Phenyl-2-(phenylsulfonyl)ethan-1-one (2a) 1

1H NMR (400 MHz, CDCl3) δ 7.92 (m, 4H), 7.70 – 7.58 (m, 2H), 7.54 (t, J = 7.6 Hz, 2H), 7.48 (t, J = 7.3 Hz, 2H), 4.74 (s, 2H).

13C NMR (101 MHz, CDCl3) δ 187.9, 138.7, 135.7, 134.4, 134.2, 129.3, 129.2, 128.9, 128.6, 63.4.

References 1. Lu, Q.; Zhang, J.; Peng, P.; Zhang, G.; Huang, Z.; Yi, H.; Millercd, T. J.; Lei, A. Chem. Sci. 2015, 6, 4851.

Synthesis of β-keto sulfones via a multicomponent reaction through sulfonylation and decarboxylation

Jiyao Yu,b  Runyu Mao,a  Qingyu Wanga  and  Jie Wu*ac 

*Corresponding authors

aDepartment of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, China
E-mail: jie_wu@fudan.edu.cn

bSchool of Chemistry and Biochemistry, Georgia Institute of Technology, 901 Atlantic Drive, Atlanta, USA

cState Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China

Abstract

A copper(I)-catalyzed synthesis of β-keto sulfones through a multicomponent reaction of aryldiazonium tetrafluoroborates, 3-arylpropiolic acids, sulfur dioxide, and water was developed. This reaction proceeds through a tandem radical process, and the sulfonyl radical, generated from the combination of aryldiazonium tetrafluoroborates with DABCO·(SO2)2, acts as the key intermediate. The transformation involves sulfonylation and decarboxylation, which allows for the efficient synthesis of the desired β-keto sulfones.