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

701 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\}",

year = "2007",

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doi = "10.1021/ja0701614",

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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

N2 - 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.

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.

UR - https://www.scopus.com/pages/publications/33947644069

UR - https://www.scopus.com/pages/publications/33947644069#tab=citedBy

U2 - 10.1021/ja0701614

DO - 10.1021/ja0701614

M3 - Article

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SN - 0002-7863

VL - 129

SP - 3510

EP - 3511

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

All Science Journal Classification (ASJC) codes

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