The Journal of organic chemistry

Chemoselective Schmidt reaction mediated by triflic acid: Selective synthesis of nitriles from aldehydes

BV Rokade, KR Prabhu

Index: Rokade, Balaji V.; Prabhu, Kandikere Ramaiah Journal of Organic Chemistry, 2012 , vol. 77, # 12 p. 5364 - 5370

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Citation Number: 47

Abstract

An excellent utility of Schmidt reaction of aldehydes to access corresponding nitriles in an instantaneous reaction is demonstrated. The reaction of aldehydes with NaN3 and TfOH furnishes the corresponding nitriles in near quantitative yields and tolerates a variety of electron-withdrawing and electron-donating substituents on the substrates. Formanilides, a common side product in Schmidt reaction, is not observed in this reaction. Besides these ...

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