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Dual Role of Anthranils as Amination and Transient Directing Group Sources: Synthesis of 2-Acyl Acridines.

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The transient directing group promoted C(sp2)-H functionalization of benzaldehydes with anthranils by a cationic rhodium(III) catalyst is described. Notably, anthranils have been used as both transient directing groups and amination… Click to show full abstract

The transient directing group promoted C(sp2)-H functionalization of benzaldehydes with anthranils by a cationic rhodium(III) catalyst is described. Notably, anthranils have been used as both transient directing groups and amination sources to afford 2-acyl acridines through direct C-H amination followed by acid-mediated cyclization. A range of substrate scopes and functional group tolerance were observed.

Keywords: acyl acridines; dual role; directing group; group; role anthranils; transient directing

Journal Title: Organic letters
Year Published: 2018

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