2.2 C—C Bond Formation by Alkyl C—H Activation

O. Baudoin

doi:10.1055/sos-SD-218-00014

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Yu, J.-Q.: 2015 Science of Synthesis, 3b: Catalytic Transformations via C-H Activation 2 DOI: 10.1055/sos-SD-218-00014

Catalytic Transformations via C—H Activation 2

2.2 C—C Bond Formation by Alkyl C—H Activation

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Editor: Yu, J.-Q.

Authors: Carreira, E. M.; Decicco, C. P.; Fuerstner, A.; Koch, G.; Molander, G. A.; Schaumann, E.; Shibasaki, M.; Thomas, E. J.; Trost, B. M.

Title: Catalytic Transformations via C-H Activation 2

Print ISBN: 9783132057210; Online ISBN: 9783132404137; Book DOI: 10.1055/b-004-129675

1st edition © 2015 Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart

Subjects: Organic Chemistry

Science of Synthesis Reference Libraries

Parent publication

Title: Science of Synthesis

DOI: 10.1055/b-00000101

Type: Multivolume Edition

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Abstract

In comparison to the wealth of methods recently developed for the catalytic functionalization of the C(sp²)—H bonds of arenes and hetarenes, relatively little work has focused on the functionalization of the unactivated C(sp³)—H bonds of alkyl fragments. This chapter highlights selected examples of the fast-growing literature on the catalytic functionalization of unactivated C(sp³)—H bonds through organometallic C—H activation, with an emphasis on the most synthetically useful methods. It covers heteroatom-directed C(sp³)—H activation with regard to cross coupling with alkenes, alkynes, and carbon monoxide, organoboron reagents, diaryliodonium salts, and organic halides. Also included is C(sp³)—H activation/intramolecular C—C coupling induced by oxidative addition and nondirected intermolecular C(sp³)—H arylation.

Key words

C(sp3)—H bond activation - carbon—carbon coupling - transition metals - palladium catalysis - ruthenium catalysis - alkylation

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