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 journalArticle

26 Citations (Scopus)

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 t BuONO 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 - 2017 Apr 7

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Carbazoles
carbazoles
Molecular oxygen
Light
oxygen
synthesis
Oxygen
Imides
Singlet Oxygen
Photosensitizing Agents
imides
Natural resources
resources
Chemical activation
activation

Cite this

Chatterjee, Tanmay ; Roh, Geum Bee ; Shoaib, Mahbubul Alam ; Suhl, Chang Heon ; Kim, Jun Soo ; Cho, Cheon-Gyu ; Cho, Eun Jin. / Visible-Light-Induced Synthesis of Carbazoles by in Situ Formation of Photosensitizing Intermediate. In: Organic Letters. 2017 ; Vol. 19, No. 7. pp. 1906-1909.
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Visible-Light-Induced Synthesis of Carbazoles by in Situ Formation of Photosensitizing Intermediate. / Chatterjee, Tanmay; Roh, Geum Bee; Shoaib, Mahbubul Alam; Suhl, Chang Heon; Kim, Jun Soo; Cho, Cheon-Gyu; Cho, Eun Jin.

In: Organic Letters, Vol. 19, No. 7, 07.04.2017, p. 1906-1909.

Research output: Contribution to journalArticle

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