Synlett 2012; 23(18): 2707-2713
DOI: 10.1055/s-0032-1317349
letter
© Georg Thieme Verlag Stuttgart · New York

Reusable Visible Light Photoredox Catalysts; Catalyzed Benzylic C(sp3)–H Functionalization/Carbocyclization Reactions

Jia-Dong Xia
a   State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China
b   Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research (Ministry of Education), Hunan Normal University, Changsha 410081, P. R. of China   Fax: +86(731)88713642   Email: jhli@hnu.edu.cn
,
Guo-Bo Deng
a   State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China
,
Ming-Bo Zhou
a   State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China
,
Wei Liu
a   State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China
,
Peng Xie
a   State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China
b   Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research (Ministry of Education), Hunan Normal University, Changsha 410081, P. R. of China   Fax: +86(731)88713642   Email: jhli@hnu.edu.cn
,
Jin-Heng Li*
a   State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China
› Author Affiliations
Further Information

Publication History

Received: 09 August 2012

Accepted after revision: 11 September 2012

Publication Date:
18 October 2012 (online)


Abstract

The C(sp3)–H functionalization/carbocyclization reaction through the oxidative quenching of visible light photoredox catalysts is established for constructing functionalized 1H-indenes. The process is general for a wide range of benzylic C(sp3)–H bonds and is highly compatible with common functional groups. Importantly, the visible light photoredox catalysts can be recovered and reused at least three times without loss of catalytic activity.

Supporting Information