Vanadium-catalyzed sulfenylation of indoles and 2-naphthols with thiols under molecular oxygen

被引：153

作者：

Maeda, Y ^{[1
]}

Koyabu, M ^{[1
]}

Nishimura, T ^{[1
]}

Uemura, S ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Engn, Dept Energy & Hydrocarbon Chem, Nishikyo Ku, Kyoto 6158510, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 22期

关键词：

D O I：

10.1021/jo048758e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Vanadium oxyacetylacetonate [VO(acac)(2)] works as a catalyst for the direct synthesis of 3-sulfanylindoles from indoles and thiols under an atmospheric pressure of molecular oxygen as a reoxidant. For example, the reaction of 2-phenylindole with benzenethiol in the presence of a catalytic amount of VO(acac)2, potassium iodide, and 2,6-di-tert-butyl-p-cresol in chlorobenzene under molecular oxygen proceeds to afford 2-phenyl-3-(phenylsulfanyl)indole in 86% yield. This catalytic system can also be applied to 2-naphthols instead of indoles to give the corresponding 1-sulfanyl-2-naphthols in up to 57% yield.

引用

页码：7688 / 7693

页数：6

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