Condensed pyridine bases. Synthesis and reactions of benzofuro[2,3-c] indeno[2,1-e]-, benzothieno[2,3-c]indeno[2,1-e]-, benzofuro-[3,2-c]indeno[2,1-e] - and thieno[2,3:4′,5′]-thieno[3,2-c]indeno[2,1-e]pyridines

被引：0
|
作者：
Tolkunov S.V. [1 ]
Khyzhan A.I. [1 ]
Suikov S.Yu. [1 ]
Dulenko V.I. [1 ]
机构：
[1] L. M. Litvinenko Institute of Physical-organic Chemistry and Coal Chemistry, National Academy of Sciences of Ukraine
来源：
Chemistry of Heterocyclic Compounds | 2005年 / 41卷 / 03期
关键词：
Benzo[b]furan; Benzo[b]thiophene; Condensation; Indeno[2,1-e]pyridines; Pyrilium salts; Thieno[2,3-b]-thiophene;
D O I：
10.1007/s10593-005-0158-8
中图分类号：
学科分类号：
摘要：
Condensation of hetarene carboxaldehydes with phthalide gave 2-(3-hydroxy-1-oxoinden-2-yl)benzo[b]furan and 2-(3-hydroxy-1-oxoinden-2-yl)-5- ethylthieno[2,3-b]thiophene. Starting from hetaryl acetic acids gave 3-(3-hydroxy-1-oxoinden-2-yl)benzo[b]furan and 3-(3-hydroxy-1-oxoinden-2-yl) benzo[b]thiophene. Acylation of 3-hydroxy-1-oxoinden-2-yl-substituted heterocycles using acetic anhydride in the presence of 70% HClO 4 leads to the formation of pentacyclic pyrilium salts. Pentacyclic indenopyridines are prepared by treating the pyrilium salts with ammonia. The reaction of the carbonyl group in the indenopyridines with hydroxylamine, hydrazine hydrate, and in reduction using NaBH 4 has been studied. © 2005 Springer Science+Business Media, Inc.
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页码：379 / 386
页数：7
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