Sequential [3,3]sigmatropic rearrangement: Regioselective synthesis of dimedone-annulated heterocycles

被引：4
|
作者：
Majumdar, KC [1 ]
Samanta, SK [1 ]
机构：
[1] Univ Kalyani, Dept Chem, Kalyani 741235, W Bengal, India
来源：
SYNTHETIC COMMUNICATIONS | 2006年 / 36卷 / 09期
关键词：
Claisen rearrangement; dimidone-annulated heterocycles; pterocarpan analogue; 3,3]sigmatropic rearrangement; sulfur heterocycles;
D O I：
10.1080/00397910500518924
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The [3,3]sigmatropic rearrangement in the 3-(4'-aryloxybut-2'-ynyl)mercapto-5,5-dimethyl cyclohex-2-enones afforded a number of 4-aryloxymethyl-7,7-dimethyl-6,7,8-trihydrothiochrom-3-en-5-ones (70-80%), which underwent second [3,3]sigmatropic rearrangement to furnish benzofuro[3,2- c ][1]-2,3,4,6,6a,11a-hexahydro-3,3,11a-trimethylthiobenzopyran-2-ones (60-70%).
引用
收藏
页码：1299 / 1306
页数：8
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