Photochemical intermolecular silylacylations of electron-deficient internal alkynes

Peter Becker; Daniel Priebbenow; Hui-Jun Zhang; Ramona Pirwerdjan; Carsten Bolm

doi:10.1021/jo402457x

Photochemical intermolecular silylacylations of electron-deficient internal alkynes

Peter Becker, Daniel Priebbenow, Hui-Jun Zhang, Ramona Pirwerdjan, Carsten Bolm

Research output: Contribution to journal › Letter › Other

60 Citations (Scopus)

Abstract

Light-induced Brook rearrangements of acylsilanes facilitate silylacylation reactions of electron-deficient internal alkynes. A wide range of aromatic substituents on the acylsilane aryl group are tolerated, affording a series of functionalized enonyl silanes. The presence of electron-withdrawing substituents on the alkyne is crucial for the success of the addition process

Original language	English
Pages (from-to)	814 - 817
Number of pages	4
Journal	The Journal of Organic Chemistry
Volume	79
Issue number	2
DOIs	https://doi.org/10.1021/jo402457x
Publication status	Published - 2014
Externally published	Yes

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10.1021/jo402457x

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@article{d8c26721e7b348e3bf5d08f3d368de0c,

title = "Photochemical intermolecular silylacylations of electron-deficient internal alkynes",

abstract = "Light-induced Brook rearrangements of acylsilanes facilitate silylacylation reactions of electron-deficient internal alkynes. A wide range of aromatic substituents on the acylsilane aryl group are tolerated, affording a series of functionalized enonyl silanes. The presence of electron-withdrawing substituents on the alkyne is crucial for the success of the addition process",

author = "Peter Becker and Daniel Priebbenow and Hui-Jun Zhang and Ramona Pirwerdjan and Carsten Bolm",

year = "2014",

doi = "10.1021/jo402457x",

language = "English",

volume = "79",

pages = "814 -- 817",

journal = "The Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "2",

}

TY - JOUR

T1 - Photochemical intermolecular silylacylations of electron-deficient internal alkynes

AU - Becker, Peter

AU - Priebbenow, Daniel

AU - Zhang, Hui-Jun

AU - Pirwerdjan, Ramona

AU - Bolm, Carsten

PY - 2014

Y1 - 2014

N2 - Light-induced Brook rearrangements of acylsilanes facilitate silylacylation reactions of electron-deficient internal alkynes. A wide range of aromatic substituents on the acylsilane aryl group are tolerated, affording a series of functionalized enonyl silanes. The presence of electron-withdrawing substituents on the alkyne is crucial for the success of the addition process

AB - Light-induced Brook rearrangements of acylsilanes facilitate silylacylation reactions of electron-deficient internal alkynes. A wide range of aromatic substituents on the acylsilane aryl group are tolerated, affording a series of functionalized enonyl silanes. The presence of electron-withdrawing substituents on the alkyne is crucial for the success of the addition process

UR - http://pubs.acs.org/doi/pdf/10.1021/jo402457x

UR - https://www.scopus.com/pages/publications/84896773105

U2 - 10.1021/jo402457x

DO - 10.1021/jo402457x

M3 - Letter

SN - 0022-3263

VL - 79

SP - 814

EP - 817

JO - The Journal of Organic Chemistry

JF - The Journal of Organic Chemistry

IS - 2

ER -

Photochemical intermolecular silylacylations of electron-deficient internal alkynes

Abstract

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