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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
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.
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页码:4100 / 4106
页数:7
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