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

Ken Ichi Washizuka; Keiko Nagai; Satoshi Minakata; Ilhyong Ryu; Mitsuo Komatsu

doi:10.1016/S0040-4039(99)02140-1

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

Ken Ichi Washizuka, Keiko Nagai, Satoshi Minakata, Ilhyong Ryu, Mitsuo Komatsu^*

^*Corresponding author for this work

Department of Applied Chemistry

Research output: Contribution to journal › Article › peer-review

35 Scopus citations

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. (C) 2000 Elsevier Science Ltd.

Original language	English
Pages (from-to)	691-695
Number of pages	5
Journal	Tetrahedron Letters
Volume	41
Issue number	5
DOIs	https://doi.org/10.1016/S0040-4039(99)02140-1
State	Published - 29 Jan 2000

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title = "Generation and cycloaddition of polymer-supported azomethine imines: Traceless synthesis of pyrazole derivatives from α-silylnitrosoamide derivatives bound to resin",

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. (C) 2000 Elsevier Science Ltd.",

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Generation and cycloaddition of polymer-supported azomethine imines : Traceless synthesis of pyrazole derivatives from α-silylnitrosoamide derivatives bound to resin. / Washizuka, Ken Ichi; Nagai, Keiko; Minakata, Satoshi; Ryu, Ilhyong; Komatsu, Mitsuo.

In: Tetrahedron Letters, Vol. 41, No. 5, 29.01.2000, p. 691-695.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Generation and cycloaddition of polymer-supported azomethine imines

T2 - Traceless synthesis of pyrazole derivatives from α-silylnitrosoamide derivatives bound to resin

AU - Washizuka, Ken Ichi

AU - Nagai, Keiko

AU - Minakata, Satoshi

AU - Ryu, Ilhyong

AU - Komatsu, Mitsuo

PY - 2000/1/29

Y1 - 2000/1/29

N2 - 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. (C) 2000 Elsevier Science Ltd.

AB - 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. (C) 2000 Elsevier Science Ltd.

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U2 - 10.1016/S0040-4039(99)02140-1

DO - 10.1016/S0040-4039(99)02140-1

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ER -

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

Abstract

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