Synlett 2025; 36(11): 1540-1544
DOI: 10.1055/a-2557-7688
letter

Visible-Light-Induced Difluoromethylation/Cyclization of 1-Acryloyl-2-cyanoindoles by [Bis(difluoroacetoxy)iodo]benzene under Catalyst-Free Conditions

Ziqin Zhang
a   College of Chemistry, Tianjin Key Laboratory of Structure and Performance for Functional Molecules, Tianjin Normal University, Tianjin 300387, P. R. of China
,
Yu Zhao
a   College of Chemistry, Tianjin Key Laboratory of Structure and Performance for Functional Molecules, Tianjin Normal University, Tianjin 300387, P. R. of China
,
Zhengting Zhang
a   College of Chemistry, Tianjin Key Laboratory of Structure and Performance for Functional Molecules, Tianjin Normal University, Tianjin 300387, P. R. of China
,
Lin Zhou
a   College of Chemistry, Tianjin Key Laboratory of Structure and Performance for Functional Molecules, Tianjin Normal University, Tianjin 300387, P. R. of China
,
Kui Lu
b   China International Science and Technology, Cooperation Base of Food Nutrition/Safety and Medicinal Chemistry, College of Biotechnology, Tianjin University of Science & Technology, Tianjin 300457, P. R. of China
,
Zhengyu Liu
a   College of Chemistry, Tianjin Key Laboratory of Structure and Performance for Functional Molecules, Tianjin Normal University, Tianjin 300387, P. R. of China
,
Xia Zhao
a   College of Chemistry, Tianjin Key Laboratory of Structure and Performance for Functional Molecules, Tianjin Normal University, Tianjin 300387, P. R. of China
› Institutsangaben

The authors sincerely thank the National Natural Science Foundation of China (Grants 22277089 and 22077095) for financial support.


Abstract

We have developed a visible-light-induced radical cascade difluoromethylation/cyclization reaction of 1-acryloyl-2-cyanoindoles with [bis(difluoroacetoxy)iodo]benzene under catalyst-free conditions. The use of shelf-stable and easily accessible difluoromethylation reagents, combined with environmentally friendly and mild reaction conditions, makes this method an alternative strategy for the synthesis of difluoroalkylated pyrrolo[1,2-a]indolediones.

Supporting Information



Publikationsverlauf

Eingereicht: 12. Februar 2025

Angenommen nach Revision: 12. März 2025

Accepted Manuscript online:
13. März 2025

Artikel online veröffentlicht:
13. Mai 2025

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