1.2 C—C Bond Formation by Hetarene C—H Activation

Y. Nakao

doi:10.1055/sos-SD-217-00139

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Yu, J.-Q.: 2016 Science of Synthesis, 3a: Catalytic Transformations via C—H Activation 1 DOI: 10.1055/sos-SD-217-00139

Catalytic Transformations via C—H Activation 1

1.2 C—C Bond Formation by Hetarene 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 1

Subtitle: C-C, C-N, C-O, C-Hal, and C-B Bond Formation

Print ISBN: 9783131711311; Online ISBN: 9783132403413; Book DOI: 10.1055/b-003-129295

1st edition © 2016 Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart

Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry;Laboratory Techniques, Stoichiometry

Science of Synthesis Reference Libraries

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Title: Science of Synthesis

DOI: 10.1055/b-00000101

Type: Multivolume Edition

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Abstract

Heteroaromatic compounds play key roles in pharmaceuticals, agrochemicals, and materials, and the development of efficient synthetic methods to access differently substituted hetarenes is therefore an important issue in organic synthesis. To circumvent the limitations associated with classical protocols to form hetaryl—carbon bonds, metal-catalyzed hetarene C—H activation followed by C—C bond-forming reactions has been developed extensively in recent decades. These transformations allow the construction of C—C bonds between hetaryl moieties and all the three differently hybridized carbons to result in alkylation, alkenylation, acylation, alkynylation, etc. of a diverse range of hetarenes irrespective of their electronic characters. This chapter deals with C—C bond formation by hetarene C—H activation achieved by transition-metal catalysis.

Key words

hetarenes - alkylation - alkenylation - arylation - acylation - alkynylation - cyanation

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