A new, stereoselective, ring-forming reaction of 1,2-ethanedithiol with N-acylated indoles.
A new, stereoselective, ring-forming reaction of 1,2-ethanedithiol with N-acylated indoles.
复制标题
DOI：
10.1021/jo7013142
复制
发表时间：
2007-10
期刊：
影响因子：
--
通讯作者：
A. Tsotinis;A. Eleutheriades;L. D. Bari;G. Pescitelli
中科院分区：
文献类型：
--
作者：
A. Tsotinis;A. Eleutheriades;L. D. Bari;G. Pescitelli
在尝试从N-酰基-5-氟吲哚与1，2-乙二硫醇反应制备2，5-二硫杂环戊基化合物时，我们发现，不是预期的产物，而是生成了一个含有3，6-二硫氮杂环的三环化合物。该反应是立体选择性的，对N-酰基吲哚是通用的，不受吲哚环上取代基的影响。
While attempting to prepare 2,5-dithiacyclopentyl derivatives from N-acyl 5-fluoroindole by reaction with 1,2-ethanedithiol we discovered that, instead of the expected product, annelation occurred to give a tricyclic compound containing a 3,6-dithiaazepine ring. This reaction is stereoselective and was found to be general for N-acylindoles, not being affected by substituents on the indole ring.