Iodine-Mediated Difunctionalization of Imidazopyridines with Sodium Sulfinates: Synthesis of Sulfones and Sulfides

Novel iodine-induced sulfonylation and sulfenylation of imidazopyridines have been described using sodium sulfinates as the sulfur source. This strategy enables highly selective difunctionalization of imidazo­[1,2-a]­pyridine to access sulfones and sulfides in good yields. A wide range of substrates...

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Veröffentlicht in:Journal of organic chemistry 2018-01, Vol.83 (1), p.338-349
Hauptverfasser: Guo, Yu-Jing, Lu, Shuai, Tian, Lu-Lu, Huang, En-Ling, Hao, Xin-Qi, Zhu, Xinju, Shao, Tian, Song, Mao-Ping
Format: Artikel
Sprache:eng
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Zusammenfassung:Novel iodine-induced sulfonylation and sulfenylation of imidazopyridines have been described using sodium sulfinates as the sulfur source. This strategy enables highly selective difunctionalization of imidazo­[1,2-a]­pyridine to access sulfones and sulfides in good yields. A wide range of substrates and functional groups were well-tolerated under optimized conditions. Moreover, control experiments have been conducted, indicating a radical pathway involved in the reaction mechanisms.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.7b02734