Tetrahedron

N-Alkylation of tosylhydrazones in the presence of triphenylphosphine

Y Kong, W Zhang, M Tang, H Wang

Index: Kong, Yuanfang; Zhang, Wen; Tang, Meng; Wang, Haiming Tetrahedron, 2013 , vol. 69, # 35 p. 7487 - 7491

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Citation Number: 7

Abstract

In the course of our study of the reactions of tosylhydrazones, 10 we found that when treated with 1.5 equiv of K 2 CO 3 at reflux temperature, tosylhydrazone (1a) disappeared within 3 h (Scheme 1a), but in the presence of 0.1 equiv of triphenylphosphine, this process required more than 5 h (Scheme 1b), and if 1.0 equiv of triphenylphosphine was used, the process can be extended to more than 12 h (Scheme 1c). This shows that triphenylphosphine can be used as a ...

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