Thieno[3,2-b]benzofuran - Synthesis and reactions

被引：26
|
作者：
Vachal, P
Pihera, P
Svoboda, J
机构：
[1] Department of Organic Chemistry, Prague Inst. of Chemical Technology
来源：
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS | 1997年 / 62卷 / 09期
关键词：
fused heterocycles; thieno[3,2-b]benzofuran; benzothieno[3,2-b]furan; electrophilic substitution; metallation;
D O I：
10.1135/cccc19971468
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Thieno[3,2-b]benzofuran was synthesized starting from benzo[b]furan-3(2H)-one or benzo[b]furan-2-carbaldehyde. Electrophilic substitution reactions such as bromination, formylation, acetylation or nitration, take place in position 2. An electron donating group in position 2 directs further electrophilic substitution into positions 3 and 6, whereas compounds with an electron acceptor in position 2 are substituted exclusively in position 6. Metallation with butyllithium took place in position 2. The H-1 and C-13 NMR signals of the title compound were fully assigned.
引用
收藏
页码：1468 / 1480
页数：13
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