A novel and expedient approach to new heterocycles containing benzothiophene, benzothieno[2,3-d] pyrimidine and coumarin moieties
A novel and expedient approach to new heterocycles containing benzothiophene, benzothieno[2,3-d] pyrimidine and coumarin moieties
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DOI：
10.1016/s0040-4020(99)00859-5
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发表时间：
1999-11-26
期刊：
影响因子：
2.1
通讯作者：
Chernykh, VP
中科院分区：
文献类型：
--
作者：
Bilokin, YV;Vasylyev, MV;Chernykh, VP
为了获得有效的蛋白酪氨酸激酶抑制剂，已经开发了一种用于合成杂环化合物4a-d和5a-c的新颖且通用的方法，所述杂环化合物4a-d和5a-c包括2-亚氨基-2H-1-苯并吡喃、四氢苯并[B]噻吩和甲酰胺/1H-苯并咪唑片段。该方法基于2-亚氨基-2H-1-苯并吡喃1a、B和2与2-氨基-4，5，6，7-四氢苯并[B]噻吩3a-c在冰醋酸中的反应。此外，通过重排相应的2-（四氢苯并[B]噻吩-2-基）亚氨基-2H-1-苯并吡喃-3-甲酰胺4a，B，合成了新的含四氢苯并[4，5]噻吩并[2，3-d]嘧啶和香豆素的杂环化合物8a，B. (C)1999爱思唯尔科技有限公司。保留所有权利。
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.