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Thursday 9 November 2017

2-Phenylfuran

STR3
2-Phenylfuran
17113-33-6 cas
STR1 STR2
2-Phenylfuran (3v) [15]: According to the general procedure I and purification by column chromatography (100% PE) yielded 3v (35.9 mg, 50%) and the general procedure II yielded 3s (35.1 mg, 49%) as a white solid . 1 H NMR (400 MHz, CDCl3) δ 7.68-7.66 (m 2H), 7.46 (s, 1H), 7.40-7.35 (m, 2H), 7.26-7.23 (m, 1H), 6.645-6.639 (m, 1H), 6.461-6.457 (m, 1H). LRMS (ESI) calcd for [M+H]+ C10H9O 145.1, found 145.1.
15 Zhou, C.-Y.; Chan, P. W. H.; Che, C.-M. Org. Lett. 2006, 8, 325.

Visible-Light Photoredox in Homolytic Aromatic Substitution: Direct Arylation of Arenes with Aryl Halides

Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering, and Materials Science, Soochow University, 199 RenAi Road, Suzhou, Jiangsu 215123, China
Org. Lett.201315 (11), pp 2664–2667
DOI: 10.1021/ol400946k
 

Abstract

Abstract Image
Direct arylation of unactivated arenes or heteroarenes with aryl halides could be carried out in the presence of potassium tert-butoxide and dimethyl sulfoxide under visible-light irradiation. Ir(ppy)3was found to be an effective photoredox catalyst for this reaction. The reactions of aryl iodides occurred at room temperature. Elevated temperature was required for aryl bromides. Homolytic aromatic substitution was proposed to be the operative reaction pathway.
Predicts
1H NMR
STR1
13C NMR
STR2
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more info
Open Babel bond-line chemical structure with annotated hydrogens.<br>Click to toggle size.
<sup>1</sup>H NMR spectrum of C<sub>10</sub>H<sub>8</sub>O<sub></sub> in CDCL3 at 400 MHz.<br>Click to toggle size.

Shifts

IndexNameShift (ppm)
19H76.582
1H17.655
5H57.655
15H66.885
11H27.415
7H47.415
9H37.362
17H87.471

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