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Sc(OTf)3-Catalyzed Transfer Diazenylation of 1,3-Dicarbonyls with Triazenes via N-N Bond Cleavage

Cong Liu, Jian Lv, Sanzhong Luo* and Jin-Pei Cheng

*Beijing National Laboratory for Molecular Sciences (BNLMS), CAS Key Laboratory for Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China, Email: luosziccas.ac.cn

C. Liu, J. Lv, S. Luo, J.-P. Cheng, Org. Lett., 2014, 16, 5458-5461.

DOI: 10.1021/ol5027014 (free Supporting Information)


Abstract

A Sc(OTf)3-catalyzed nitrogen-nitrogen bond cleavage process with triazenes followed by transfer diazenylation transfers a diverse range of active methylene substrates including simple ketones to aliphatic azo compounds that are of significant potential as azo prodrugs in high yields under mild conditions.

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Key Words

azo compounds


ID: J54-Y2014