Synlett 2014; 25(11): 1626-1628
DOI: 10.1055/s-0034-1378205
letter
© Georg Thieme Verlag Stuttgart · New York

Visible Light Induced Photocatalytic Conversion of Enamines into Amides

Jing Li
Key Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Shenzhen Graduate School of Peking University, Shenzhen University Town, Shenzhen 518055, P. R. of China   Fax: +86(755)26032702   eMail: dzw@pkusz.edu.cn
,
Shunyou Cai
Key Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Shenzhen Graduate School of Peking University, Shenzhen University Town, Shenzhen 518055, P. R. of China   Fax: +86(755)26032702   eMail: dzw@pkusz.edu.cn
,
Jietao Chen
Key Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Shenzhen Graduate School of Peking University, Shenzhen University Town, Shenzhen 518055, P. R. of China   Fax: +86(755)26032702   eMail: dzw@pkusz.edu.cn
,
Yaohong Zhao
Key Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Shenzhen Graduate School of Peking University, Shenzhen University Town, Shenzhen 518055, P. R. of China   Fax: +86(755)26032702   eMail: dzw@pkusz.edu.cn
,
David Zhigang Wang*
Key Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Shenzhen Graduate School of Peking University, Shenzhen University Town, Shenzhen 518055, P. R. of China   Fax: +86(755)26032702   eMail: dzw@pkusz.edu.cn
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Publikationsverlauf

Received: 22. März 2014

Accepted after revision: 04. Mai 2014

Publikationsdatum:
05. Juni 2014 (online)


Abstract

A series of enamines were photocatalytically cleaved to produce amide products under simple visible-light irradiation from a 45 W household light bulb. Mechanistically, the reactions appear to involve photosensitized formation of a singlet oxygen intermediate and a subsequent [2+2] cycloaddition event.

Supporting Information