Synthesis 2019; 51(24): 4645-4649
DOI: 10.1055/s-0039-1690683
paper
© Georg Thieme Verlag Stuttgart · New York

Copper-Catalyzed Nitrogenation of Aromatic and Aliphatic Aldehydes: A Direct Route to Carbamoyl Azides

Rongbiao Wei
a  College of Chemistry, Fuzhou University, 2 Xueyuan Road, Fuzhou, Fujian 350108, P. R. of China   Email: shliao@fzu.edu.cn
b  State Key Laboratory of Structural Chemistry, Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences, 155 Yangqiao Road West, Fuzhou, Fujian 350002, P. R. of China   Email: liyajun@fjirsm.ac.cn
,
Liang Ge
b  State Key Laboratory of Structural Chemistry, Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences, 155 Yangqiao Road West, Fuzhou, Fujian 350002, P. R. of China   Email: liyajun@fjirsm.ac.cn
,
b  State Key Laboratory of Structural Chemistry, Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences, 155 Yangqiao Road West, Fuzhou, Fujian 350002, P. R. of China   Email: liyajun@fjirsm.ac.cn
,
Saihu Liao
a  College of Chemistry, Fuzhou University, 2 Xueyuan Road, Fuzhou, Fujian 350108, P. R. of China   Email: shliao@fzu.edu.cn
,
Yajun Li
b  State Key Laboratory of Structural Chemistry, Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences, 155 Yangqiao Road West, Fuzhou, Fujian 350002, P. R. of China   Email: liyajun@fjirsm.ac.cn
› Author Affiliations
We thank the National Key R & D Program of China (Grant No. 2017YFA0700103), the NSFC (Grant Nos. 21602028, 21672213, 21871258), the Strategic Priority Research Program of the Chinese Academy of Sciences (Grant No. XDB20000000), and the Haixi Institute of CAS (Grant No. CXZX-2017-P01) for financial support.
Further Information

Publication History

Received: 24 July 2019

Accepted after revision: 01 September 2019

Publication Date:
23 September 2019 (online)

Abstract

An efficient copper-catalyzed synthesis of carbamoyl azides directly from aldehydes has been developed. Both aromatic aldehydes and aliphatic aldehydes, together with other commercially available reactants, can be used as substrates in this radical relay reaction. Broad substrate scope, simple operation, readily available reagents, and good functionality tolerance make this method very attractive.

Supporting Information

 
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