Tetrahedron Letters

Generation and cycloaddition of polymer-supported azomethine imines: traceless synthesis of pyrazole derivatives from α-silylnitrosoamide derivatives bound to resin

KI Washizuka, K Nagai, S Minakata, I Ryu…

Index: Washizuka, Ken-Ichi; Nagai, Keiko; Minakata, Satoshi; Ryu, Ilhyong; Komatsu, Mitsuo Tetrahedron Letters, 2000 , vol. 41, # 5 p. 691 - 695

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Citation Number: 32

Abstract

1, 3-Dipolar cycloaddition of polymer-supported azomethine imines with dimethyl acetylenedicarboxylate (DMAD) gave pyrazole derivatives in good yields. The azomethine imines were generated from polymer-supported α-silylnitrosoamides by a 1, 4-silatropic shift. The feature of this reaction is that no cleavage operations are required after the cycloaddition.