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. 2017 Jul 12;117(13):9302-9332.
doi: 10.1021/acs.chemrev.7b00021. Epub 2017 Apr 26.

C-H Functionalization of Azines

Kei Murakami  1 , Shuya Yamada  1 , Takeshi Kaneda  1 , Kenichiro Itami  1
Affiliations

C-H Functionalization of Azines

Kei Murakami et al. Chem Rev. .

Abstract

Azines, which are six-membered aromatic compounds containing one or more nitrogen atoms, serve as ubiquitous structural cores of aromatic species with important applications in biological and materials sciences. Among a variety of synthetic approaches toward azines, C-H functionalization represents the most rapid and atom-economical transformation, and it is advantageous for the late-stage functionalization of azine-containing functional molecules. Since azines have several C-H bonds with different reactivities, the development of new reactions that allow for the functionalization of azines in a regioselective fashion has comprised a central issue. This review describes recent advances in the C-H functionalization of azines categorized as follows: (1) SNAr reactions, (2) radical reactions, (3) deprotonation/functionalization, and (4) metal-catalyzed reactions.

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