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Synthesis of 1,2-dihydroisoquinoline derivatives

Kasturi, TR and Jois, HRY (1990) Synthesis of 1,2-dihydroisoquinoline derivatives. In: Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 29 (7). pp. 620-623.

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Grignard reaction of the tetralone followed by p-toluenesulfonic acid-catalyzed dehydration of the resulting alcs. gave the 5,6-dihydroisoquinolines I ( R = Me, CHMe2, CMe3, Ph, R1 = H). Reaction of I (R = H, Me, CHMe2, CMe3, Ph, R1 = H; R = H, R1 = Me, CMe3) with KNH2-NH3 yields a mixt. of 1,2-dihydroisoquinolines (II) and isoquinolines (III). However, reaction of I (R = R1 = H) with other bases (NaOMe, t-BuOK, NaH) yields only III (R = R1 = H).

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/12697

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