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Potassamide induced in situ alkylation of 5,6-dihydroisoquinoline with allyl bromide and Michael acceptors

Kasturi, TR and Arumugam, S (1996) Potassamide induced in situ alkylation of 5,6-dihydroisoquinoline with allyl bromide and Michael acceptors. In: Indian Journal of Chemistry - Section B: Organic and Medicinal Chemistry, 35 (5). pp. 468-470.

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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/chin.19...

Abstract

Potassamide induced in situ alkylation of 4-cyano-3-methoxy-1-methyl-5, 6-dihydroisoquinoline (1a) with allyl bromide gives the 5-allyl- and 5,9-diallyl-5,6-dihydroisoquinolines (1c and 1d), isoquinoline derivative 2 and 4-allyl-1, 2, 3, 4-tetrahydroisoquinolin-3(2H)-one (3a). However, potassamide induced in situ alkylation of In with buten-2-one, mesityl oxide and acrylonitrile results in the formation of only 5-alkylated 5,6-dihydroisoquinoline derivatives 1e-g along with fully aromatised compound 2.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to National Institute of Science Communication and Information Resources.
Keywords: alkylation;arylation;dealkylation;dearylation;C-acylation, olefination;isoquinoline derivatives
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 09 May 2011 10:45
Last Modified: 09 May 2011 10:45
URI: http://eprints.iisc.ernet.in/id/eprint/37474

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