Issue 11, 1999

Convenient synthesis of 1,2-dihydroquinoline-3-carboxylic acid and 2H-1-benzothiopyran-3-carboxylic acid derivatives

Abstract

A new and efficient method for the preparation of 1,2-dihydroquinoline-3-carboxylic acid derivatives via a magnesium amide-induced sequential conjugate addition–aldol type condensation reaction between 2-(alkylamino)phenyl ketones and α,β-unsaturated carboxylic acid derivatives, followed by simple dehydration, is described. The method can be applied to the synthesis of 2H-1-benzothiopyran-3-carboxylic acid derivatives using 2-mercaptobenzophenone in place of 2-(alkylamino)phenyl ketones.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1999, 1547-1552

Convenient synthesis of 1,2-dihydroquinoline-3-carboxylic acid and 2H-1-benzothiopyran-3-carboxylic acid derivatives

K. Kobayashi, R. Nakahashi, A. Shimizu, T. Kitamura, O. Morikawa and H. Konishi, J. Chem. Soc., Perkin Trans. 1, 1999, 1547 DOI: 10.1039/A900557I

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