Cobalt-catalyzed directed alkylation of olefinic C-H bond with primary and secondary alkyl chlorides

Takeshi Yamakawa; Yuan Wah Seto; Naohiko Yoshikai

doi:10.1055/s-0034-1379247

Cobalt-catalyzed directed alkylation of olefinic C-H bond with primary and secondary alkyl chlorides

Takeshi Yamakawa, Yuan Wah Seto, Naohiko Yoshikai

PHA - Molecular Pharmaceutical Science

Nanyang Technological University

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

18 Citations (Scopus)

Abstract

A cobalt-N-heterocyclic carbene catalytic system promotes pyridine-directed olefinic C-H alkylation reactions using a variety of primary and secondary alkyl chlorides under mild conditions. Radical clock experiments suggest that the reaction involves single-electron transfer from the cobalt intermediate to the alkyl chloride.

Original language	English
Pages (from-to)	340-344
Number of pages	5
Journal	Synlett
Volume	26
Issue number	3
DOIs	https://doi.org/10.1055/s-0034-1379247
Publication status	Published - 2015 Feb

Keywords

alkenes
alkyl halides
alkylations
C-H activation
cobalt

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title = "Cobalt-catalyzed directed alkylation of olefinic C-H bond with primary and secondary alkyl chlorides",

abstract = "A cobalt-N-heterocyclic carbene catalytic system promotes pyridine-directed olefinic C-H alkylation reactions using a variety of primary and secondary alkyl chlorides under mild conditions. Radical clock experiments suggest that the reaction involves single-electron transfer from the cobalt intermediate to the alkyl chloride.",

keywords = "alkenes, alkyl halides, alkylations, C-H activation, cobalt",

author = "Takeshi Yamakawa and Seto, {Yuan Wah} and Naohiko Yoshikai",

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AU - Yamakawa, Takeshi

AU - Seto, Yuan Wah

AU - Yoshikai, Naohiko

PY - 2015/2

Y1 - 2015/2

N2 - A cobalt-N-heterocyclic carbene catalytic system promotes pyridine-directed olefinic C-H alkylation reactions using a variety of primary and secondary alkyl chlorides under mild conditions. Radical clock experiments suggest that the reaction involves single-electron transfer from the cobalt intermediate to the alkyl chloride.

AB - A cobalt-N-heterocyclic carbene catalytic system promotes pyridine-directed olefinic C-H alkylation reactions using a variety of primary and secondary alkyl chlorides under mild conditions. Radical clock experiments suggest that the reaction involves single-electron transfer from the cobalt intermediate to the alkyl chloride.

KW - alkenes

KW - alkyl halides

KW - alkylations

KW - C-H activation

KW - cobalt

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ER -

Cobalt-catalyzed directed alkylation of olefinic C-H bond with primary and secondary alkyl chlorides

Abstract

Keywords

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