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; 
  • 외 1명
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초록

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 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.

키워드

MEDIATED SYNTHESIS; EMITTING-DIODES; HOST MATERIALS; PHOTOREDOX; DRIVEN; PHOTOCATALYSIS; IRRADIATION; ALKYLATION; GENERATION; ALDEHYDES
제목
Visible-Light-Induced Synthesis of Carbazoles by in Situ Formation of Photosensitizing Intermediate
저자
Chatterjee, Tanmay; Roh, Geum-bee; Shoaib, Mahbubul Alam; Suhl, Chang-Heon; Kim, Jun Soo; Cho, Cheon-Gyu; Cho, Eun Jin
DOI
10.1021/acs.orglett.7b00681
발행일
2017-04
유형
Article
저널명
Organic Letters
권
19
호
7
페이지
1906 ~ 1909