Tetrahedron

N-Alkylation of anilines, carboxamides and several nitrogen heterocycles using CsF–Celite/alkyl halides/CH 3 CN combination

S Hayat, MI Choudhary, KM Khan, W Schumann…

Index: Hayat, Safdar; Atta-Ur-Rahman; Iqbal Choudhary; Khan, Khalid Mohammed; Schumann, Wilhelm; Bayer, Ernst Tetrahedron, 2001 , vol. 57, # 50 p. 9951 - 9957

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Citation Number: 109

Abstract

It has been found that the N-alkylation of aniline, carboxamides and heterocyclic compounds bearing an acidic hydrogen atom attached to nitrogen can be accomplished with alkyl halides in acetonitrile and cesium fluoride–celite employed as a solid base. In this manner, pyrrole, indole, pyrazole, imidazole, benzimidazole, carbazole, phthalimide, indazole, indoline, 2-pyrrolidinone, piperidine and 1, 2, 4-triazole can be successfully alkylated. The ...