Annulation of furan-bridged 10-membered rings on N-heterocycles through [8+2] cycloaddition of dienylazaisobenzofurans and dimethyl acetylenedicarboxylate

被引：10

作者：

Roy, Priyabrata ^{[1
]}

Ghorai, Binay K. ^{[1
]}

机构：

[1] Bengal Engn & Sci Univ, Dept Chem, Sibpur 711103, Howrah, India

来源：

TETRAHEDRON LETTERS | 2011年 / 52卷 / 43期

关键词：

8+2] Cycloaddition; Dienylazaisobenzofurans; Carbene complex; Twofold Diels-Alder; Heterolignan; FISCHER CARBENE COMPLEXES; CARBONYL DERIVATIVES; SYSTEMS; DIENYLISOBENZOFURANS;

D O I：

10.1016/j.tetlet.2011.08.094

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

One-pot three-component coupling of o-alkynylheteroaryl carbonyl derivatives with alpha,beta-unsaturated Fischer carbene complexes and dimethyl acetylenedicarboxylate leading to the synthesis of heterocyclic analogues of furanophane derivatives has been explored. This involves the generation of conformationally flexible dienylazaisobenzofuran intermediate as transient intermediates, which undergo [8+2] cycloaddition reaction with dienophile. In some cases, this intermediate undergoes twofold Diels-Alder reaction to afford heterolignan derivatives in a single step. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：5668 / 5671

页数：4

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