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
收藏
页码：9077 / 9080
页数：4
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