PREPARATION AND DIELS-ALDER REACTIVITY OF BENZOTHIENO[2,3-C]-PYRAN-3-ONES, AND BENZOTHIENO[3,2-C]-PYRAN-3-ONES, BENZOTHIOPHENE-2,3-QUINODIMETHANE ANALOGS - SYNTHESIS OF DIBENZOTHIOPHENES

被引:28
作者
JACKSON, PM [1 ]
MOODY, CJ [1 ]
机构
[1] IMPERIAL COLL SCI TECHNOL & MED,DEPT CHEM,LONDON SW7 2AY,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1990年 / 03期
关键词
D O I
10.1039/p19900000681
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The benzothieno[2,3-c]pyran-3-ones (6) and the isomeric [3,2-c]pyranones (7) are stable analogues of benzothiophene-2,3-quinodimethane (3). When heated with alkynes they undergo Diels-Alder reactions to give, after loss of carbon dioxide, dibenzothiophenes. The regiochemistry of the Diels-Alder reaction is discussed.
引用
收藏
页码:681 / 687
页数:7
相关论文
共 17 条