A novel and expedient approach to new heterocycles containing benzothiophene, benzothieno[2,3-d] pyrimidine and coumarin moieties

被引：25

作者：

Bilokin, YV ^{[1
]}

Vasylyev, MV

Branytska, OV

Kovalenko, SM

Chernykh, VP

机构：

[1] Weizmann Inst Sci, Dept Organ Chem, IL-76100 Rehovot, Israel

[2] Ukrainian Agr Pharm, Dept Organ Chem, UA-310002 Kharkov, Ukraine

来源：

TETRAHEDRON | 1999年 / 55卷 / 48期

关键词：

benzopyrans; benzothienopyrimidines; benzothiophenes; rearrangements; imidic acids and derivatives;

D O I：

10.1016/S0040-4020(99)00859-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In order to obtain potent protein-tyrosine kinase inhibitors, a novel and versatile method for synthesis of heterocyclic compounds 4a-d and 5a-c comprising 2-imino-2H-1-benzopyran, tetrahydrobenzo[b]thiophene, and carboxamide/1H-benzimidazole fragments has been developed. This method was based on the reactions of 2-imino-2H-1-benzopyrans 1a,b and 2 with 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophenes 3a-c in glacial acetic acid. Furthermore, new heterocycles 8a,b with tetrahydrobenzo[4,5]thieno[2,3-d] pyrimidine and coumarin moieties have been synthesized via a rearrangement of the corresponding 2-(tetrahydrobenzo[b]thien-2-yl)imino-2H-1-benzopyran-3-carboxamides 4a,b. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：13757 / 13766

页数：10

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