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^*

^*Corresponding author for this work

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

94 Citations (Scopus)

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
Publication status	Published - Nov 21 2014
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2014 American Chemical Society.

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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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.",

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AU - Feng, Daming

AU - Luo, Yang

AU - Loh, Teck Peng

PY - 2014/11/21

Y1 - 2014/11/21

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

Abstract

Bibliographical note

ASJC Scopus Subject Areas

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