Chinese Journal of Organic Chemistry >
Dichlorinating Reaction of N-Chlorosuccinimide with Isonitriles for the Synthesis of N-Phenyldichloroimides
Received date: 2016-01-25
Revised date: 2016-03-30
Online published: 2016-04-07
Supported by
Project supported by the National Natural Science Foundation of China (Nos. 21172197 and 21372201) and the Opening Foundation of Zhejiang Key Course of Chemical Engineering and Technology, Zhejiang University of Technology.
With N-chlorosuccinimide as the chlorinating source, the dichlorination of isonitriles has been achieved to afford N-phenyldichloroimide compounds under mild and convenient conditions. The optimized reaction conditions were established through systematic investigations of the effect of solvents, temperature, time, chlorinating sources and their dosages in the reaction. The reaction exhibits good compatibility of various substrates, and a variety of isonitriles with different substituted patterns can undergo the dichlorination smoothly and furnish products with high yields of up to 93%.
Key words： isonitrile; N-chlorosuccinimide; N-phenyldichloroimide; dichlorination
Ren Shaobo , Zhang Haifeng , Zhang Jian , Zhang Wei , Liu Yunkui . Dichlorinating Reaction of N-Chlorosuccinimide with Isonitriles for the Synthesis of N-Phenyldichloroimides[J]. Chinese Journal of Organic Chemistry, 2016 , 36(8) : 1954 -1957 . DOI: 10.6023/cjoc201601033
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