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Article Dans Une Revue Tetrahedron Letters Année : 2011

First SNAr reaction using TDAE-initiated carbanions in quinazoline series

Résumé

We report herein the first example of a SNAr reaction using TDAE-initiated carbanions in quinazoline series. The o-nitrobenzyl carbanion, formed by the action of TDAE on o-nitrobenzyl chloride, reacts with 4-chloro-2-trihalomethylquinazolines 4 and 5 via a SNAr mechanism. This enabled a new series of 4-benzyl-2-trihaloquinazoline derivatives to be synthesized in good yields under mild reaction conditions offering promising prospects for pharmacomodulation. (C) 2011 Elsevier Ltd. All rights reserved.

Domaines

Chimie

Dates et versions

hal-01460328 , version 1 (07-02-2017)

Identifiants

Citer

Marc Since, Omar Khoumeri, Pierre Verhaeghe, Martine Maillard-Boyer, Thierry Terme, et al.. First SNAr reaction using TDAE-initiated carbanions in quinazoline series. Tetrahedron Letters, 2011, 52 (29), pp.3810--3813. ⟨10.1016/j.tetlet.2011.05.060⟩. ⟨hal-01460328⟩
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