An efficient synthesis of benzyl bromides from aromatic aldehydes using polymethylhydrosiloxane and (bromodimethyl) sulfonium bromide or N-bromosuccinimide

…, Y Srinivas, H Holla, K Laxminarayana, R Narender

Index: Das, Biswanath; Srinivas, Yallamalla; Holla, Harish; Laxminarayana, Keetha; Narender, Ravirala Tetrahedron Letters, 2007 , vol. 48, # 38 p. 6681 - 6683

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Citation Number: 18

Abstract

In continuation of our work 3 on the application of PMHS for the development of novel synthetic methodologies, we have observed that aromatic aldehydes can easily undergo reductive bromination with PMHS in combination with (bromodimethyl)sulfonium bromide (Me 2 SBr + Br − ) or NBS at room temperature to form the corresponding benzyl bromides in excellent yields (Scheme 1). ... The structures of the products were determined from spectral (IR, 1 H NMR and MS) ...