Synlett
DOI: 10.1055/s-0036-1588533
letter
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Cyanamides from Cyanogen Bromide under Mild Conditions through N-Cyanation of Allylic Tertiary Amines

Honggang Liang, Lingxiang Bao, Yao Du, Yiying Zhang, Siping Pang, Chenghui Sun*
  • School of Materials Science and Engineering, Beijing Institute of Technology, South Street of No. 5, Zhongguancun, Haidian District, Beijing, 100081, P. R. of China   Email: sunch@bit.edu.cn
The authors are grateful to the National Natural Science Foundation of China (Grant NO.21576026) and the Joint Fund of the National Natural Science Foundation of China and the China Academy of Engineering Physics (Grant NO.11176004) for financial support.
Further Information

Publication History

Received: 05 June 2017

Accepted after revision: 09 July 2017

Publication Date:
17 August 2017 (eFirst)

Abstract

Cyanamides were selectively formed through a one-step nucleophilic substitution reaction of allylic tertiary amines with cyanogen bromide. Because of the mild reaction conditions and good yields of the reaction, as well as the commercial availability of the starting materials, this new method represents a valuable tool for the synthesis of cyan­amides through an N-deallylation reaction and an N-cyanation reaction in one pot.

Supporting Information