Visible-light-activated copper(I) catalyzed oxidative Csp–Csp cross-coupling reaction: efficient synthesis of unsymmetrical conjugated diynes without ligands and base

A novel visible-light-promoted copper-catalysed process for the C_sp–C_sp cross-coupling reaction of terminal alkynes at room temperature is described. The current photochemical method is simple, highly functional group compatible, and more viable towards the construction of bio-active 1,3-unsymmetrical conjugated diynes without the need of bases/ligands, additives and expensive palladium/gold catalysts.

Visible-light-activated copper(I) catalyzed oxidative Csp-Csp cross-coupling reaction: efficient synthesis of unsymmetrical conjugated diynes without ligands and base

 

Green Chem., 2016, Advance Article
DOI: 10.1039/C6GC01463A, Communication

Arunachalam Sagadevan, Ping-Chiang Lyu, Kuo Chu Hwang
An efficient and eco-friendly approach to C_sp-C_sp cross-coupling of terminal alkynes for the construction of unsymmetrical conjugated diynes via a visible-light-induced CuCl catalysed process at room temperature is described.

Communication

Visible-light-activated copper(I) catalyzed oxidative C_sp–C_sp cross-coupling reaction: efficient synthesis of unsymmetrical conjugated diynes without ligands and base

Arunachalam Sagadevan,^a   Ping-Chiang Lyu^b and  Kuo Chu Hwang*^a  

*Corresponding authors

^aDepartment of Chemistry, National Tsing Hua University, Hsinchu, Republic of China

^bInstitute of Bioinformatics and Structural Biology and College of Life Sciences, National Tsing Hua University, Hsinchu, Republic of China
E-mail: kchwang@mx.nthu.edu.tw
Fax: +886 35711082

Green Chem., 2016, Advance Article

http://pubs.rsc.org/en/Content/ArticleLanding/2016/GC/C6GC01463A?utm_source=feedburner&utm_medium=feed&utm_campaign=Feed%3A+rss%2FGC+%28RSC+-+Green+Chem.+latest+articles%29#!divAbstract
DOI: 10.1039/C6GC01463A

////////Visible-light-activated,  copper(I) catalyzed,  oxidative C_sp–C_sp cross-coupling reaction,  unsymmetrical conjugated diynes 

Munjeet, Pakistan

Munjeet

Pakistan

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2-[6-(morpholin-4-yl)pyrimidin-4-yl]-4-(1H-1,2,3-triazol-1-yl)-1,2-dihydro-3H-pyrazol-3-one

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 2-[6-(morpholin-4-yl)pyrimidin-4-yl]-4-(1H-1,2,3-triazol-1-yl)-1,2-dihydro-3H-pyrazol-3-one


formula (I), 1-[6-(morpholin-4-yl)pyrimidin-4-yl]-4-(1H-1,2,3-triazol-1-yl)-1H-pyrazol-5-ol (enol form; formula (Ia)) or 2-[6-(morpholin-4-yl)pyrimidin-4-yl]-4-(1H-1,2,3-triazol-1-yl)-1,2-dihydro-3H-pyrazol-3-one (keto form; formula (Ib)), is known from WO 2008/067871.

 sodium 1-[6-(morpholin-4-yl)pyrimidin-4-yl]-4-(1H-1,2,3-triazol-1-yl)-1H-pyrazol-5-olate, which corresponds to the compound of the formula (II)

• FIG. 1: IR spectra of the compound of the formula (II) and of the compound of the formula (I) 
   
• FIG. 2: Raman spectra of the compound of the formula (II) and of the compound of the formula (I)
   
• FIG. 3: UV/VIS spectra of the compound of the formula (II) and of the compound of the formula (I) 
   
• FIG. 5: ¹H NMR spectrum of the compound of the formula (I)

 

• FIG. 7: ¹³C NMR spectrum of the compound of the formula (I)

 

• FIG. 9: Mass spectrum of the compound of the formula (I)

 



 MOM WILL TEACH YOU NMR



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Jhang Sadar, Punjab, pakistan

 

Jhang Sadar

City in Pakistan

Jhang Sadar is a city in Punjab, Pakistan, situated by the Chenab River and 193 kilometres from Lahore, at 31.28 N latitude and 72.32 E longitude. The population of Jhang Sadar was calculated to be 354,248 in 2007. Wikipedia

 

 

 

 

 

 

 

 

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2-Chloro-2-methylpropanal , 2-クロロ-2-メチルプロパナル

2-Chloroisobutyraldehyde

• Molecular FormulaC₄H₇ClO
• Average mass106.551 

Propanal, 2-chloro-2-methyl- 

2-chloro-2-methylpropionaldehyde

917-93-1 [RN]

PROPANAL,2-CHLORO-2-METHYL-

Synthesis Reference(s)

Journal of the American Chemical Society, 79, p. 3448, 1957 DOI: 10.1021/ja01570a036

2-Chloro-2-methylpropanal (4).(1)

Isobutyraldehyde (23.2 g, 0.32 mmol) was added to a two-neck round-bottom flask equipped with a magnetic stir bar, pressure equalizing funnel and reflux condenser. Sulfuryl chloride (33.8 g, 0.32 mmol) was then transferred to the addition funnel and added dropwise at a rate to maintain an external oil bath temperature below 40 °C. The evolved gases were vented through a trap containing water (ca. 50 mL). Once the sulfuryl chloride was added, the reaction was heated to 45 °C with stirring for 1.5 h then stirred at RT for an additional 2.5 h. The addition funnel and reflux condenser were replaced with a stopper and a distillation head fitted with a receiving flask. The crude material was distilled under a vacuum (95 °C, 115 mmHg). A second distillation was necessary to achieve the pure material as a colorless liquid (12.48 g, 37%). ¹H NMR (CDCl₃, 300 MHz) δ = 1.56–1.87 (m, 6 H), 9.42 (s, 1 H) ppm; ¹³C NMR (CDCl₃, 75 MHz) δ = 25.8, 69.3, 194.9 ppm.

REF  Stevens, C. L.; Gillis, B. T. J. Am. Chem. Soc. 1957, 79, 3448– 3451, DOI: 10.1021/ja01570a036

 

 

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Miramshah, Pakistan

Miramshah

Town in Pakistan

Miramshah, or Miranshah, is a town and administrative headquarters of the North Waziristan Agency in the Federally Administered Tribal Areas of Pakistan. Wikipedia

 
 

 
 

 

 
 
 
 

 

 
 
 
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