The ring-contraction reaction of electron-deficient 3-Silylchromene to 2-Benzylbenzofuran under mildly basic conditions

Kenta Tanaka; Mayumi Sukekawa; Yujiro Hoshino; Kiyoshi Honda

doi:10.1246/cl.171124

The ring-contraction reaction of electron-deficient 3-Silylchromene to 2-Benzylbenzofuran under mildly basic conditions

Kenta Tanaka, Mayumi Sukekawa, Yujiro Hoshino, Kiyoshi Honda

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

10 Citations (Scopus)

Abstract

The ring-contraction reaction of electron-deficient 3-silyl-chromenes to 2-benzylbenzofurans was developed. CsF efficiently promoted the reaction at room temperature to afford a variety of 2-benzylbenzofurans in good yields. The reaction is proposed to proceed through an allenyl intermediate.

Original language	English
Pages (from-to)	440-443
Number of pages	4
Journal	Chemistry Letters
Volume	47
Issue number	4
DOIs	https://doi.org/10.1246/cl.171124
Publication status	Published - 2018
Externally published	Yes

Keywords

3-silyl-2H-chromene
Allenyl intermediate
Ring-contraction reaction

ASJC Scopus subject areas

Chemistry(all)

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10.1246/cl.171124

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title = "The ring-contraction reaction of electron-deficient 3-Silylchromene to 2-Benzylbenzofuran under mildly basic conditions",

abstract = "The ring-contraction reaction of electron-deficient 3-silyl-chromenes to 2-benzylbenzofurans was developed. CsF efficiently promoted the reaction at room temperature to afford a variety of 2-benzylbenzofurans in good yields. The reaction is proposed to proceed through an allenyl intermediate.",

keywords = "3-silyl-2H-chromene, Allenyl intermediate, Ring-contraction reaction",

author = "Kenta Tanaka and Mayumi Sukekawa and Yujiro Hoshino and Kiyoshi Honda",

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language = "English",

volume = "47",

pages = "440--443",

journal = "Chemistry Letters",

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T1 - The ring-contraction reaction of electron-deficient 3-Silylchromene to 2-Benzylbenzofuran under mildly basic conditions

AU - Tanaka, Kenta

AU - Sukekawa, Mayumi

AU - Hoshino, Yujiro

AU - Honda, Kiyoshi

PY - 2018

Y1 - 2018

N2 - The ring-contraction reaction of electron-deficient 3-silyl-chromenes to 2-benzylbenzofurans was developed. CsF efficiently promoted the reaction at room temperature to afford a variety of 2-benzylbenzofurans in good yields. The reaction is proposed to proceed through an allenyl intermediate.

AB - The ring-contraction reaction of electron-deficient 3-silyl-chromenes to 2-benzylbenzofurans was developed. CsF efficiently promoted the reaction at room temperature to afford a variety of 2-benzylbenzofurans in good yields. The reaction is proposed to proceed through an allenyl intermediate.

KW - 3-silyl-2H-chromene

KW - Allenyl intermediate

KW - Ring-contraction reaction

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DO - 10.1246/cl.171124

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JO - Chemistry Letters

JF - Chemistry Letters

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ER -

The ring-contraction reaction of electron-deficient 3-Silylchromene to 2-Benzylbenzofuran under mildly basic conditions

Abstract

Keywords

ASJC Scopus subject areas

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