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  4. Synthesis of Benzo[a]carbazoles through Visible Light-Induced Cycloaromatization
 
research article

Synthesis of Benzo[a]carbazoles through Visible Light-Induced Cycloaromatization

Yao, Bo  
•
Wang, Qian  
•
Zhu, Jieping  
June 29, 2020
Helvetica Chimica Acta

We report herein a synthesis of 5,6-diarylbenzo[a]carbazoles by a sequence of 6 pi-electrocyclization followed by beta-elimination. The highly functionalized 2,3-disubstituted indoles used for this cycloaromatization process are prepared by Pd-catalyzed cyclizative cross-coupling ofortho-alkynylanilines withortho-alkynylbenzamides. The combination of these two reactions allows us to develop a facile synthesis of benzo[a]carbazoles directly from two easily accessible internal alkynes without isolation of the indole intermediates.

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