Construction of cyclohepta[ b ]indoles via platinum-catalyzed intermolecular formal [4+3]-cycloaddition reaction of α,β-unsaturated carbene complex intermediates with siloxydienes

Hiroyuki Kusama; Hideyuki Sogo; Kodai Saito; Takuya Suga; Nobuharu Iwasawa

doi:10.1055/s-0033-1338938

Construction of cyclohepta[ b ]indoles via platinum-catalyzed intermolecular formal [4+3]-cycloaddition reaction of α,β-unsaturated carbene complex intermediates with siloxydienes

Hiroyuki Kusama, Hideyuki Sogo, Kodai Saito, Takuya Suga, Nobuharu Iwasawa

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

28 Citations (Scopus)

Abstract

Platinum(II)-catalyzed intermolecular formal [4+3]-cycloaddition reaction of α,β-unsaturated carbene complex intermediates with siloxydienes proceeded under mild conditions to give cyclohepta[b]indole derivatives in good yield. The reaction was found to proceed via 1,2-alkyl shift of the carbene complex intermediates obtained by [4+2]-cycloaddition reaction of the unsaturated carbenes with dienes.

Original language	English
Article number	ST-2013-U0220-L
Pages (from-to)	1364-1370
Number of pages	7
Journal	Synlett
Volume	24
Issue number	11
DOIs	https://doi.org/10.1055/s-0033-1338938
Publication status	Published - 2013
Externally published	Yes

Keywords

alkynes
cycloaddition
cyclohepta[ b ]indole
platinum
siloxy diene

ASJC Scopus subject areas

Organic Chemistry

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10.1055/s-0033-1338938

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Construction of cyclohepta[ b ]indoles via platinum-catalyzed intermolecular formal [4+3]-cycloaddition reaction of α,β-unsaturated carbene complex intermediates with siloxydienes. / Kusama, Hiroyuki; Sogo, Hideyuki; Saito, Kodai et al.
In: Synlett, Vol. 24, No. 11, ST-2013-U0220-L, 2013, p. 1364-1370.

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

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AU - Saito, Kodai

AU - Suga, Takuya

AU - Iwasawa, Nobuharu

PY - 2013

Y1 - 2013

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AB - Platinum(II)-catalyzed intermolecular formal [4+3]-cycloaddition reaction of α,β-unsaturated carbene complex intermediates with siloxydienes proceeded under mild conditions to give cyclohepta[b]indole derivatives in good yield. The reaction was found to proceed via 1,2-alkyl shift of the carbene complex intermediates obtained by [4+2]-cycloaddition reaction of the unsaturated carbenes with dienes.

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KW - cyclohepta[ b ]indole

KW - platinum

KW - siloxy diene

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Construction of cyclohepta[ b ]indoles via platinum-catalyzed intermolecular formal [4+3]-cycloaddition reaction of α,β-unsaturated carbene complex intermediates with siloxydienes

Abstract

Keywords

ASJC Scopus subject areas

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