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Title of article :
Annulation of heterocyclic secondary enamines with dicarboxylic acid dichlorides, an unexpected ring size effect
Author/Authors :
Cheng، نويسنده , , Ying and Yang، نويسنده , , Hai-Bo and Huang، نويسنده , , Zhi-Tang and Wang، نويسنده , , Mei-Xiang، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2001
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Abstract :
Under very mild conditions heterocyclic secondary enamines react efficiently with malonyl chloride to produce hydroxylated 2-pyridinone-fused heterocycles. The reactions of enamines with oxalyl chloride, however, afford varied products depending upon the heterocyclic structure of the enamine. Whilst a C-acylated enamine and a lactam-fused heterocycle were obtained from the reaction of the five- and seven-membered heterocyclic enamines, respectively, the six-membered heterocyclic enamine gave 2-oxo-5,6,7,8-tetrahydro-2H-pyrido[3,2-b]pyran. The reaction mechanisms are discussed.
Journal title :
Tetrahedron Letters
Journal title :
Tetrahedron Letters
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