4.5 Review

C-Alkylation by Hydrogen Autotransfer Reactions

Journal

TOPICS IN CURRENT CHEMISTRY
Volume 374, Issue 2, Pages -

Publisher

SPRINGER INTERNATIONAL PUBLISHING AG
DOI: 10.1007/s41061-016-0012-8

Keywords

Hydrogen transfer; Alkylation; Alcohol; Metal halide; Methanol; Guerbet reaction

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The development of practical, efficient, and atom-economical methods for the formation of carbon-carbon bonds remains a topic of considerable interest in current synthetic organic chemistry. In this review, we have summarized selected topics from the recent literature with particular emphasis on C-alkylation processes involving hydrogen transfer using alcohols as alkylation reagents. This review includes selected highlights concerning recent progress towards the modification of catalytic systems for the alpha-alkylation of ketones, nitriles, and esters. Furthermore, we have devoted a significant portion of this review to the methylation of ketones, alcohols, and indoles using methanol. Lastly, we have also documented recent advances in beta-alkylation methods involving the dimerization of alcohols (Guerbet reaction), as well as new developments in C-alkylation methods based on sp 3 C-H activation.

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