Palladium-catalyzed methylation and arylation of sp2 and sp 3 C-H bonds in simple carboxylic acids

Ramesh Giri; Nathan Maugel; Jiao Jie Li; Dong Hui Wang; Steven P. Breazzano; Lindsey B. Saunders; Jin Quan Yu

doi:10.1021/ja0701614

Palladium-catalyzed methylation and arylation of sp² and sp ³ C-H bonds in simple carboxylic acids

Ramesh Giri, Nathan Maugel, Jiao Jie Li, Dong Hui Wang, Steven P. Breazzano, Lindsey B. Saunders, Jin Quan Yu

Chemistry

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

683 Scopus citations

Abstract

The use of preformed sodium carboxylates as substrates led to the first observation of facile Pd-insertions into sp³ β-C-H bonds in simple aliphatic acids. Consequently, Pd-catalyzed methylation and arylation of o-C-H bonds in benzoic acids and β-C-H bonds in aliphatic acids using either a phenylboronate, methylboronic acid, or ArI have been achieved via a C-H activation/C-C coupling sequence.

Original language	English (US)
Pages (from-to)	3510-3511
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	129
Issue number	12
DOIs	https://doi.org/10.1021/ja0701614
State	Published - Mar 28 2007

All Science Journal Classification (ASJC) codes

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja0701614

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title = "Palladium-catalyzed methylation and arylation of sp2 and sp 3 C-H bonds in simple carboxylic acids",

abstract = "The use of preformed sodium carboxylates as substrates led to the first observation of facile Pd-insertions into sp3 β-C-H bonds in simple aliphatic acids. Consequently, Pd-catalyzed methylation and arylation of o-C-H bonds in benzoic acids and β-C-H bonds in aliphatic acids using either a phenylboronate, methylboronic acid, or ArI have been achieved via a C-H activation/C-C coupling sequence.",

author = "Ramesh Giri and Nathan Maugel and Li, {Jiao Jie} and Wang, {Dong Hui} and Breazzano, {Steven P.} and Saunders, {Lindsey B.} and Yu, {Jin Quan}",

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T1 - Palladium-catalyzed methylation and arylation of sp2 and sp 3 C-H bonds in simple carboxylic acids

AU - Giri, Ramesh

AU - Maugel, Nathan

AU - Li, Jiao Jie

AU - Wang, Dong Hui

AU - Breazzano, Steven P.

AU - Saunders, Lindsey B.

AU - Yu, Jin Quan

PY - 2007/3/28

Y1 - 2007/3/28

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AB - The use of preformed sodium carboxylates as substrates led to the first observation of facile Pd-insertions into sp3 β-C-H bonds in simple aliphatic acids. Consequently, Pd-catalyzed methylation and arylation of o-C-H bonds in benzoic acids and β-C-H bonds in aliphatic acids using either a phenylboronate, methylboronic acid, or ArI have been achieved via a C-H activation/C-C coupling sequence.

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JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 12

ER -

Palladium-catalyzed methylation and arylation of sp² and sp ³ C-H bonds in simple carboxylic acids

Abstract

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