Rhodium(III)-catalyzed olefinic C-H alkynylation of acrylamides using tosyl-imide as directing group

Chao Feng; Daming Feng; Yang Luo; Teck Peng Loh

doi:10.1021/ol502984g

Rhodium(III)-catalyzed olefinic C-H alkynylation of acrylamides using tosyl-imide as directing group

Chao Feng, Daming Feng, Yang Luo, Teck Peng Loh

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

94 Scopus citations

Abstract

The Rh(III)-catalyzed C-H alkynylation of acrylamide derivative is realized using a hypervalent alkynyl iodine reagent. The use of a weakly coordinating directing group proved to be of critical importance. This reaction displays broad functional group tolerance and high efficiency, which opens a new synthetic pathway to access functionalized 1,3-enyne skeletons.

Original language	English
Pages (from-to)	5956-5959
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	22
DOIs	https://doi.org/10.1021/ol502984g
State	Published - 21 Nov 2014
Externally published	Yes

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10.1021/ol502984g

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title = "Rhodium(III)-catalyzed olefinic C-H alkynylation of acrylamides using tosyl-imide as directing group",

abstract = "The Rh(III)-catalyzed C-H alkynylation of acrylamide derivative is realized using a hypervalent alkynyl iodine reagent. The use of a weakly coordinating directing group proved to be of critical importance. This reaction displays broad functional group tolerance and high efficiency, which opens a new synthetic pathway to access functionalized 1,3-enyne skeletons.",

author = "Chao Feng and Daming Feng and Yang Luo and Loh, {Teck Peng}",

note = "Publisher Copyright: {\textcopyright} 2014 American Chemical Society.",

year = "2014",

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journal = "Organic Letters",

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T1 - Rhodium(III)-catalyzed olefinic C-H alkynylation of acrylamides using tosyl-imide as directing group

AU - Feng, Chao

AU - Feng, Daming

AU - Luo, Yang

AU - Loh, Teck Peng

PY - 2014/11/21

Y1 - 2014/11/21

N2 - The Rh(III)-catalyzed C-H alkynylation of acrylamide derivative is realized using a hypervalent alkynyl iodine reagent. The use of a weakly coordinating directing group proved to be of critical importance. This reaction displays broad functional group tolerance and high efficiency, which opens a new synthetic pathway to access functionalized 1,3-enyne skeletons.

AB - The Rh(III)-catalyzed C-H alkynylation of acrylamide derivative is realized using a hypervalent alkynyl iodine reagent. The use of a weakly coordinating directing group proved to be of critical importance. This reaction displays broad functional group tolerance and high efficiency, which opens a new synthetic pathway to access functionalized 1,3-enyne skeletons.

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U2 - 10.1021/ol502984g

DO - 10.1021/ol502984g

M3 - 文章

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SN - 1523-7060

VL - 16

SP - 5956

EP - 5959

JO - Organic Letters

JF - Organic Letters

IS - 22

ER -

Rhodium(III)-catalyzed olefinic C-H alkynylation of acrylamides using tosyl-imide as directing group

Abstract

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