Molecular iodine-catalyzed and air-mediated tandem synthesis of quinolines via three-component reaction of amines, aldehydes, and alkynes

A one-pot synthesis of quinolines via molecular iodine-catalyzed and air-mediated tandem condensation/imino-Diels–Alder/isomerization/oxidation of simple readily available amines, aldehydes, and alkynes has been developed. This methodology was extended to synthesize quinazolines from two molecules o...

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Bibliographic Details
Published in:Tetrahedron 2011-05, Vol.67 (21), p.3858-3862
Main Authors: Li, Xuejian, Mao, Zhenjun, Wang, Yanguang, Chen, Weixiang, Lin, Xufeng
Format: Article
Language:English
Subjects:
Chemistry
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with only one n hetero atom and condensed derivatives
Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings
Molecular iodine
Multicomponent reaction
Noncondensed benzenic compounds
Organic chemistry
Preparations and properties
Quinazolines
Quinolines
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Summary:A one-pot synthesis of quinolines via molecular iodine-catalyzed and air-mediated tandem condensation/imino-Diels–Alder/isomerization/oxidation of simple readily available amines, aldehydes, and alkynes has been developed. This methodology was extended to synthesize quinazolines from two molecules of amines and two molecules of glyoxalates. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2011.03.087