Regio-and stereoselective C(sp2)-H acylation of enamides with aldehydes: Via transition-metal-free photoredox catalysis

Kai Zhao; Xiao Chen Zhang; Ji Yu Tao; Xian Dan Wu; Jia Xu Wu; Wei Ming Li; Tong Hao Zhu; Teck Peng Loh

doi:10.1039/d0gc01947j

Regio-and stereoselective C(sp²)-H acylation of enamides with aldehydes: Via transition-metal-free photoredox catalysis

Kai Zhao, Xiao Chen Zhang, Ji Yu Tao, Xian Dan Wu, Jia Xu Wu, Wei Ming Li, Tong Hao Zhu, Teck Peng Loh^*

^*Corresponding author for this work

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

44 Citations (Scopus)

Abstract

A straightforward and efficient C(sp2)-H acylation of enamides with aldehydes via transition-metal-free photoredox catalysis is demonstrated. The transformation proceeded smoothly without resorting to expensive and potentially toxic iridium or ruthenium polypyridyl-based photocatalysts under mild conditions, furnishing a diverse range of synthetically crucial, geometrically defined β-acylated enamides in a stereoselective and regioselective manner.

Original language	English
Pages (from-to)	5497-5503
Number of pages	7
Journal	Green Chemistry
Volume	22
Issue number	16
DOIs	https://doi.org/10.1039/d0gc01947j
Publication status	Published - Aug 21 2020
Externally published	Yes

Bibliographical note

Publisher Copyright:
© The Royal Society of Chemistry.

ASJC Scopus Subject Areas

Environmental Chemistry
Pollution

Access to Document

10.1039/d0gc01947j

Cite this

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title = "Regio-and stereoselective C(sp2)-H acylation of enamides with aldehydes: Via transition-metal-free photoredox catalysis",

abstract = "A straightforward and efficient C(sp2)-H acylation of enamides with aldehydes via transition-metal-free photoredox catalysis is demonstrated. The transformation proceeded smoothly without resorting to expensive and potentially toxic iridium or ruthenium polypyridyl-based photocatalysts under mild conditions, furnishing a diverse range of synthetically crucial, geometrically defined β-acylated enamides in a stereoselective and regioselective manner.",

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AU - Zhang, Xiao Chen

AU - Tao, Ji Yu

AU - Wu, Xian Dan

AU - Wu, Jia Xu

AU - Li, Wei Ming

AU - Zhu, Tong Hao

AU - Loh, Teck Peng

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AB - A straightforward and efficient C(sp2)-H acylation of enamides with aldehydes via transition-metal-free photoredox catalysis is demonstrated. The transformation proceeded smoothly without resorting to expensive and potentially toxic iridium or ruthenium polypyridyl-based photocatalysts under mild conditions, furnishing a diverse range of synthetically crucial, geometrically defined β-acylated enamides in a stereoselective and regioselective manner.

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