Efficient synthesis and X-ray structures of new α-quinolin-3-yl-α-aminonitriles and derivatives

…, A Bouraiou, S Bouacida, T Roisnel, B Carboni…

Index: Ladraa, Souheila; Berree, Fabienne; Bouraiou, Abdelmalek; Bouacida, Sofiane; Roisnel, Thierry; Carboni, Bertrand; Belfaitah, Ali Tetrahedron Letters, 2013 , vol. 54, # 8 p. 749 - 752

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Citation Number: 2

Abstract

This study describes the synthesis of novel α-aminonitrile derivatives possessing a quinoline subunit via a Strecker reaction. Chiral α-methylbenzylamines were used to carry out the diastereoselective version of this sequence. Conversion of an enantiopure 2-chloroquinolin- 3-yl derivative into the corresponding α-aminoester resulted in the concomitant formation of a 2 (1H)-quinolinone moiety and a partial racemization. Single crystal X-ray structures are ...