Synthesis of isoquinolines through the coupling of Fischer carbene complexes with o-alkynylpyridine carbonyl derivatives

被引：10
|
作者：
Mukherjee, Soumita [1 ]
Jana, Gouranga P. [1 ]
Ghorai, Binay K. [1 ]
机构：
[1] Bengal Engn & Sci Univ, Dept Chem, Sibpur 711103, Howrah, India
来源：
JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2009年 / 694卷 / 25期
关键词：
Fischer carbene; Isoquinoline; Azaisobenzofuran; Diels-Alder reaction; Heterolignan; DIELS-ALDER REACTIONS; CONFORMATIONALLY RESTRICTED ANALOGS; CONTAINING HETEROCYCLIC-ANALOGS; 1-ARYLNAPHTHALENE LIGNANS; BENZODIAZEPINE-RECEPTOR; IRIDIUM COMPLEXES; 2-ALKYNYLBENZALDEHYDE DERIVATIVES; ELECTROCHEMICAL PROPERTIES; ASYMMETRIC CATALYSIS; GENERATION;
D O I：
10.1016/j.jorganchem.2009.08.019
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The reaction of Fischer carbene complex with o-alkynylpyridine carbonyl derivatives has been investigated. This involves the generation of furo[3,4-c] pyridine as transient intermediates through the coupling of o-alkynylpyridine carbonyl derivatives with carbene complex and subsequent Diels-Alder trapping with suitable dienophiles resulted in the formation of isoquinoline derivatives and the entire sequence can be run in one pot. When an olefinic tether was present, intramolecular Diels-Alder cycloaddition occurred followed by ring opening to yield tricyclic alcohols. (C) 2009 Elsevier B. V. All rights reserved.
引用
收藏
页码：4100 / 4106
页数：7
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