Cobaloxime-Mcdiated Radical Alkyl-Heteroaromatic Substitution

Bruce P. Branchaud; Youngshin Lee Choi

doi:10.1021/jo00254a058

Cobaloxime-Mcdiated Radical Alkyl-Heteroaromatic Substitution

Bruce P. Branchaud, Youngshin Lee Choi

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

22 Scopus citations

Abstract

The first examples of cobaloxime-mediated radical alkyl-heteroaromatic cross-coupling, replacing a C-H in the protonated heteroaromatic with a C-alkyl, are accomplished via anaerobic visible light photolysis of 95% EtOH solutions of primary and secondary alkyl cobaloximes, RCo^III(dmgH)₂py (dmgH = dimethylglyoxime monoanion), and pyridinium, quinolinium, 4-methylpyridinium, benzothiazolium, and benzimidazolium ptoluenesulfonate.

Original language	English (US)
Pages (from-to)	4638-4641
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	53
Issue number	19
DOIs	https://doi.org/10.1021/jo00254a058
State	Published - Sep 1 1988
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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abstract = "The first examples of cobaloxime-mediated radical alkyl-heteroaromatic cross-coupling, replacing a C-H in the protonated heteroaromatic with a C-alkyl, are accomplished via anaerobic visible light photolysis of 95% EtOH solutions of primary and secondary alkyl cobaloximes, RCoIII(dmgH)2py (dmgH = dimethylglyoxime monoanion), and pyridinium, quinolinium, 4-methylpyridinium, benzothiazolium, and benzimidazolium ptoluenesulfonate.",

author = "Branchaud, {Bruce P.} and Choi, {Youngshin Lee}",

year = "1988",

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T1 - Cobaloxime-Mcdiated Radical Alkyl-Heteroaromatic Substitution

AU - Branchaud, Bruce P.

AU - Choi, Youngshin Lee

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Y1 - 1988/9/1

N2 - The first examples of cobaloxime-mediated radical alkyl-heteroaromatic cross-coupling, replacing a C-H in the protonated heteroaromatic with a C-alkyl, are accomplished via anaerobic visible light photolysis of 95% EtOH solutions of primary and secondary alkyl cobaloximes, RCoIII(dmgH)2py (dmgH = dimethylglyoxime monoanion), and pyridinium, quinolinium, 4-methylpyridinium, benzothiazolium, and benzimidazolium ptoluenesulfonate.

AB - The first examples of cobaloxime-mediated radical alkyl-heteroaromatic cross-coupling, replacing a C-H in the protonated heteroaromatic with a C-alkyl, are accomplished via anaerobic visible light photolysis of 95% EtOH solutions of primary and secondary alkyl cobaloximes, RCoIII(dmgH)2py (dmgH = dimethylglyoxime monoanion), and pyridinium, quinolinium, 4-methylpyridinium, benzothiazolium, and benzimidazolium ptoluenesulfonate.

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 19

ER -

Cobaloxime-Mcdiated Radical Alkyl-Heteroaromatic Substitution

Abstract

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