Synthesis 2017; 49(23): 5258-5262
DOI: 10.1055/s-0036-1588545
paper
© Georg Thieme Verlag Stuttgart · New York

Base-Promoted Synthesis of O-Aryl/Alkyl N,N-Dimethylthiocarbamates Starting from Inexpensive and Environmentally Benign Disulfide

Zhi-Bing Dong*a, b, Ming Wanga, Hui Zhua, Xing Liua, Cai-Zhu Changa
  • aSchool of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, P. R. of China
  • bKey Laboratory of Green Chemical Process, Ministry of Education, Wuhan Institute of Technology, Wuhan 430205, P. R. of China   Email: dzb04982@wit.edu.cn
We thank the foundation support from National Natural Science Foundation of China (21302150), Hubei Provincial Department of Education (D20131501), Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry [2012]1707, foundation of Chutian distinguished fellow from Hubei Provincial Department of Education, foundation of High-end Talent Cultivation Program from Wuhan Institute of Technology.
Further Information

Publication History

Received: 29 June 2017

Accepted after revision: 19 July 2017

Publication Date:
22 August 2017 (eFirst)

Abstract

A series of O-aryl (alkyl) N,N-dimethylthiocarbamates were synthesized in good yields (70–77%) by reacting substituted phenols or alkyl alcohol with inexpensive, stable, and environmentally benign tetramethylthiuram disulfide (TMTD) in the presence of NaH. By avoiding use of the toxic and corrosive N,N-dialkylthiocarbamoyl chloride, the method provides a green and facile preparation for some important precursors of potentially biologically reactive compounds.

Supporting Information

 
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