Regioselective synthesis of 3-(aryloxyacetyl)-2,3-dihydrothieno[3,2-c][1] benzothiopyran-4-ones: A tandem [2,3] and [3,3]sigmatropic rearrangement approach

被引：4

作者：

Majumdar, KC ^{[1
]}

Chattopadhyay, SK ^{[1
]}

Ghosh, M ^{[1
]}

机构：

[1] Univ Kalyani, Dept Chem, Kalyani 741235, W Bengal, India

来源：

LETTERS IN ORGANIC CHEMISTRY | 2005年 / 2卷 / 03期

关键词：

2,3] and [3,3] sigmatropic rearrangement; 4-mercaptothiopyran-2-ones; 3-(aryloxyacetyl)-2,3-dihydrotliieno[3,2c][1]benzothiopyran-4-ones;

D O I：

10.2174/1570178053765294

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Hitherto unreported 3-(aryloxyacetyl)-2,3-dihydrothieno[3,2-c][1]benzothiopyran-4-ones (4a-f) were synthesized in excellent yield by the application of the tandem [2,3] and [3,3] sigmatropic rearrangements of the 4-(4'-aryloxybut-2'-)ynylthio)[1]benzothiopyran-2-ones (3a-f). The substrates (3a-f) were synthesized by phase transfer catalyzed alkylation of previously unreported 4-mercaptothiopyran-2-ones with different 1-aryloxy-4-chlorobut-2-ynes.

引用

页码：231 / 234

页数：4