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Reactions of 4-(Diethylamino)selenet-2(2H)-imine with Nucleophiles - Synthesis of 2-Methylen-3-oxobutane Selenoamides


Atanassov, P K; Linden, A; Heimgartner, H (2010). Reactions of 4-(Diethylamino)selenet-2(2H)-imine with Nucleophiles - Synthesis of 2-Methylen-3-oxobutane Selenoamides. Letters in Organic Chemistry, 7(4):291-297.

Abstract

3-Acetyl-N-(4-bromophenyl)-4-(diethylamino)selenet-2(2H)-imine (5a), which is conveniently obtained from the formal [2+2] cycloaddition of 4-bromophenyl isoselenocyanate and 4-(diethylamino)-3-butyn-2-one, reacts with amines, alcohols, water, and thiophenol to give the corresponding 2-methylen-3-oxobutane selenoamides 7 in good yields via ring opening to the ketenimine 6 and subsequent addition of the nucleophile.

3-Acetyl-N-(4-bromophenyl)-4-(diethylamino)selenet-2(2H)-imine (5a), which is conveniently obtained from the formal [2+2] cycloaddition of 4-bromophenyl isoselenocyanate and 4-(diethylamino)-3-butyn-2-one, reacts with amines, alcohols, water, and thiophenol to give the corresponding 2-methylen-3-oxobutane selenoamides 7 in good yields via ring opening to the ketenimine 6 and subsequent addition of the nucleophile.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:April 2010
Deposited On:18 May 2010 10:50
Last Modified:05 Apr 2016 14:06
Publisher:Bentham Science
ISSN:1570-1786
Publisher DOI:https://doi.org/10.2174/157017810791130685
Official URL:http://www.bentham.org/loc/contabs/loc7-4.htm#4
Permanent URL: https://doi.org/10.5167/uzh-33800

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