One-Pot Two-Component [3+2] Cycloaddition/Annulation Protocol for the Synthesis of Highly Functionalized Thiophene Derivatives

被引：91

作者：

Nandi, Ganesh Chandra ^{[1
]}

Samai, Subhasis ^{[1
]}

Singh, Maya Shankar ^{[1
]}

机构：

[1] Banaras Hindu Univ, Fac Sci, Dept Chem, Varanasi 221005, Uttar Pradesh, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 76卷 / 19期

关键词：

FIELD-EFFECT TRANSISTORS; SUBSTITUTED THIOPHENES; BETA-OXODITHIOESTERS; MULTICOMPONENT REACTIONS; RING ANNULATION; SEMICONDUCTORS; OLIGOTHIOPHENES; DESIGN; DOMINO; ROUTE;

D O I：

10.1021/jo200685e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient and experimentally rapid protocol for the synthesis of hitherto unreported 2,3-dicarboalkoxy-4-aroyl/heteroaroyl/alkanoyl thiophenes has been developed via 1-2 (C-S) and 3-4 (C-C) bond connections promoted by 4-dimethylaminopyridine (DMAP). Optimally, the reaction takes only 3-5 min when beta-oxodithioester and dialkyl acetylenedicarboxylate are stirred in DCM at room temperature in the presence of DMAP. This method allows a clean and general synthesis of previously inaccessible and synthetically demanding thiophenes containing the ferrocenyl group. The speed, experimental ease, and high yields of this process are improvements over existing methods to access this important substructure.

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收藏

页码：8009 / 8014

页数：6

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