Reduction of 3-substituted 2-methylquinolines with sodium tetrahydroborate

Abstract

Reduction of esters of 2-metylquinoline-3-carboxylic acids and their perchlorates gave esters of 1,4-dihydro-2-methylquinoline-3-carboxylates, while derivatives of 1,2-dihydroquinoline were formed in the case of 1,2-dimethyl-3-ethoxycarbonyl-7-methoxyquinolinium perchlorate. Reduction of esters of 2-methylquinoline-3-carboxylic acid, 1,2-dimethyl-3-ethoxycarbonyl-1-methoxyquinolinium perchlorate and 3-acetyl-2-methyl-quinoline with sodium tetrahydroborate in acetic acid gave esters of 1,2-dimethyl- and 2-methyl-1,2,3,4-tetrahydroquinoline-3-carboxylic acid and 3-acetyl-2-methyl-1,2,3,4-tetrahydroquinoline.

How to Cite
Sobolev, A.; Vigante, B.; Ozols, Y.; Duburs, G. Chem. Heterocycl. Compd. 1996, 32, 1189. [Khim. Geterotsikl. Soedin. 1996, 1383.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01169232