Fast and Efficient Synthesis
of Pyrano[3,2-c]quinolines
Catalyzed by Niobium(V) Chloride

Luiz Carlos da Silva-Filho; Valdemar Lacerda Júnior; Mauricio Gomes Constantino; Gil Valdo José da Silva

doi:10.1055/s-2008-1067186

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Synthesis 2008(16): 2527-2536
DOI: 10.1055/s-2008-1067186

PAPER

Fast and Efficient Synthesis of Pyrano[3,2-c]quinolines Catalyzed by Niobium(V) Chloride

Luiz Carlos da Silva-Filho^a,b, Valdemar Lacerda Júnior^a,c, Mauricio Gomes Constantino*^a, Gil Valdo José da Silva^a
^a Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, Av. Bandeirantes 3900, 14040-901 Ribeirão Preto, SP, Brazil
Fax: +55(16)36338151; e-Mail: mgconsta@usp.br;
^b Centro de Estudos de Insetos Sociais, Instituto de Biociências, Universidade Estadual Paulista, Av. 24A, nº 1515, 13506-900 Rio Claro, SP, Brazil
^c Departamento de Química, Centro de Ciências Exatas, Universidade Federal do Espirito Santo, Av. Fernando Ferrari 514, 29060-900 Vitória, ES, Brazil

Further Information

Publication History

Received 10 March 2008
Publication Date:
24 July 2008 (online)

Abstract
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Abstract

A highly efficient two-step method for the synthesis of pyranoquinoline derivatives from imino-Diels-Alder reactions between aldimines and 3,4-dihydro-2H-pyran using niobium(V) chloride as catalyst under mild conditions is described.

Key words

Diels-Alder reactions - Lewis acids - catalysis - quinolines - Schiff bases

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