Cationic iridium-catalyzed synthesis initiated by the cleavage of C-H, N-H, and C-O bonds

Takanori Shibata, Kyoji Tsuchikama, Shiguang Pan

研究成果: Article

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The direct functionalization of inactive bonds is an ideal transformation in organic synthesis because the introduction of activating groups, such as halogens and metals, to substrates is unnecessary and by-products derived from them are not formed. This report describes several types of cationic iridium-catalyzed reactions that occur through C-H, N-H, or C-O bond cleavage. The carbonyl-directed sp2 C-H bond activation of aryl ketones realized new approaches to benzofulvene, benzofuran and indole synthesis, as well as the C2-position-selective alkylation of N-acyl-protected indoles. The enantioselective sp3 C-H alkylation of 2-(alkylamino)pyridines and the intermolecular enantioselective hydroamination of heteroaromatic amines gave various chiral amines. 0-to-7V-alkyl migration in 2-alkoxypyridines gave 7V-alkylpyridones via C-O bond cleavage.

元の言語English
ページ(範囲)1182-1194
ページ数13
ジャーナルYuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
71
発行部数11
DOI
出版物ステータスPublished - 2013 12 1

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ASJC Scopus subject areas

  • Organic Chemistry

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