Three-component coupling reaction and cyclization of N-tosylimines and TMS-substituted propiolate mediated by DABCO

Yuji Matsuya; Kousuke Hayashi; Akiho Wada; Hideo Nemoto

doi:10.1021/jo702649q

Three-component coupling reaction and cyclization of N-tosylimines and TMS-substituted propiolate mediated by DABCO

Yuji Matsuya^*, Kousuke Hayashi, Akiho Wada, Hideo Nemoto

^*Corresponding author for this work

Synthetic and Medicinal Chemistry

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

15 Scopus citations

Abstract

A new three-component coupling reaction of methyl 3- trimethylsilylpropiolate, N-tosylimine, and tosylamide mediated by DABCO was developed. This reaction was based on the consecutive α- and β-activation method of propiolate involving intramolecular silyl migration previously developed by our group. On the basis of these results, a new cyclization reaction was designed to find a chromene-forming reaction utilizing salicyl N-tosylimine as a bifunctional substrate.

Original language	English
Pages (from-to)	1987-1990
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	73
Issue number	5
DOIs	https://doi.org/10.1021/jo702649q
State	Published - 2008/03/07

ASJC Scopus subject areas

Organic Chemistry

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title = "Three-component coupling reaction and cyclization of N-tosylimines and TMS-substituted propiolate mediated by DABCO",

abstract = "A new three-component coupling reaction of methyl 3- trimethylsilylpropiolate, N-tosylimine, and tosylamide mediated by DABCO was developed. This reaction was based on the consecutive α- and β-activation method of propiolate involving intramolecular silyl migration previously developed by our group. On the basis of these results, a new cyclization reaction was designed to find a chromene-forming reaction utilizing salicyl N-tosylimine as a bifunctional substrate.",

author = "Yuji Matsuya and Kousuke Hayashi and Akiho Wada and Hideo Nemoto",

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T1 - Three-component coupling reaction and cyclization of N-tosylimines and TMS-substituted propiolate mediated by DABCO

AU - Matsuya, Yuji

AU - Hayashi, Kousuke

AU - Wada, Akiho

AU - Nemoto, Hideo

PY - 2008/3/7

Y1 - 2008/3/7

N2 - A new three-component coupling reaction of methyl 3- trimethylsilylpropiolate, N-tosylimine, and tosylamide mediated by DABCO was developed. This reaction was based on the consecutive α- and β-activation method of propiolate involving intramolecular silyl migration previously developed by our group. On the basis of these results, a new cyclization reaction was designed to find a chromene-forming reaction utilizing salicyl N-tosylimine as a bifunctional substrate.

AB - A new three-component coupling reaction of methyl 3- trimethylsilylpropiolate, N-tosylimine, and tosylamide mediated by DABCO was developed. This reaction was based on the consecutive α- and β-activation method of propiolate involving intramolecular silyl migration previously developed by our group. On the basis of these results, a new cyclization reaction was designed to find a chromene-forming reaction utilizing salicyl N-tosylimine as a bifunctional substrate.

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U2 - 10.1021/jo702649q

DO - 10.1021/jo702649q

M3 - 学術論文

C2 - 18266388

AN - SCOPUS:41149148298

SN - 0022-3263

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SP - 1987

EP - 1990

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 5

ER -

Three-component coupling reaction and cyclization of N-tosylimines and TMS-substituted propiolate mediated by DABCO

Abstract

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