Facile ring-expansion substitution reactions of 1,3-dithiolanes and 1,3-dithianes initiated by electrophilic reagents to produce monohalo-, -cyano-, -azido- and -thiocyanato-1,4-dithiins and-1,4-dithiepins

被引：15

作者：

Firouzabadi, H ^{[1
]}

Iranpoor, N ^{[1
]}

Garzan, A ^{[1
]}

Shaterian, HR ^{[1
]}

Ebrahimzadeh, F ^{[1
]}

机构：

[1] Shiraz Univ, Coll Sci, Dept Chem, Shiraz 71454, Iran

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 2005卷 / 02期

关键词：

ring-expansion; electrophilic substitution; 1,3-dithiolane; 1,3-dithiane; 1,4-dithiin; 1,4-dithiepin; N-halosuccinimide; N-thiocyanatosuccinimide; N-cyanosuccinimide; N-azidosuccinimide;

D O I：

10.1002/ejoc.200400502

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Mild and convenient methods for the high yielding ring-expansion substitution reactions of 1,3-dithiolanes and 1,3-dithianes generated from different aryl methyl ketones using different electrophilic reagents are reported. In this study, facile preparations of monohalo-, -cyano-, -azido-, -thiocyanato-1,4-dithiins and -1,4-dithiepins are described. A general mechanism is also proposed for the reactions described in this article. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005).

引用

页码：416 / 428

页数：13

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