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Synthesis of 7-alkyl-4-cyano-3-methoxy-1-methyl-5,6-dihydroisoquinoline

Kasturi, TR and Jois, HRY (1990) Synthesis of 7-alkyl-4-cyano-3-methoxy-1-methyl-5,6-dihydroisoquinoline. In: Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 29 (7). pp. 615-619.

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Knoevenagel condensation of 2-acylcyclohexanones with cyanoacetamide followed by silver salt methylation gives 5,6,7,8-tetrahydroisoquinolines I (R = H, Me, Me3C). Chromic acid oxidn. of I leads to tetralones, which were reduced with borohydride and the alcs. dehydrated by p-toluenesulfonic acid to give the corresponding 5,6-dihydroisoquinolines II (same R).

Item Type: Journal Article
Additional Information: The copyright belongs to National Institute of Science Communication and Information Resources
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: CA Sharada
Date Deposited: 11 Feb 2008
Last Modified: 27 Aug 2008 13:07
URI: http://eprints.iisc.ac.in/id/eprint/12698

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