Sulfanyl radical mediated cyclization of aminyl radicals

被引：14

作者：

Montevecchi, PC ^{[1
]}

Navacchia, ML ^{[1
]}

机构：

[1] Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 49期

关键词：

radicals and radical reactions; cyclisation; alkynes; amines;

D O I：

10.1016/S0040-4039(98)01998-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1-(2-Aminophenyl)pent-1-yne 1 reacted with benzenethiol at 150 OC under radical conditions to give the thiol/alkyne adduct 2, the benzothiophene 4 and the indole 5. Reaction of 1 with benzenesulfanyl radicals produced from diphenyl disulfide in the absence of hydrogen donors gave only the indole 5 in high yields. Formation of indole 5 was explained in terms of sulfanyl radical mediated aminyl radical cyclization onto the alkyne triple bond. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：9077 / 9080

页数：4

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