Visible-Light-Induced Synthesis of Carbazoles by in Situ Formation of Photosensitizing Intermediate

Tanmay Chatterjee, Geum Bee Roh, Mahbubul Alam Shoaib, Chang Heon Suhl, Jun Soo Kim, Cheon Gyu Cho, Eun Jin Cho

Research output: Contribution to journalArticlepeer-review

39 Scopus citations

Abstract

A visible-light-induced synthesis of N-H carbazoles from easily accessible 2,2′-diaminobiaryls in the absence of any external photosensitizer is reported. The process only requires tBuONO and natural resources, visible light, and molecular oxygen for the synthesis of N-H carbazoles. Experimental and computational studies support that the in situ formation of a visible-light-absorbing photosensitizing intermediate, benzocinnoline N-imide, is responsible for the activation of triplet molecular oxygen to singlet oxygen that, in turn, promotes the synthesis of carbazole.

Original languageEnglish
Pages (from-to)1906-1909
Number of pages4
JournalOrganic Letters
Volume19
Issue number7
DOIs
StatePublished - 7 Apr 2017

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