Chemical Research in Chinese Universities ›› 2019, Vol. 35 ›› Issue (1): 26-32.doi: 10.1007/s40242-019-8264-9

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PhIO-mediated Synthesis of Ketones from Alkynes and Alkenes

WEI Ying, ZHENG Xiangping, XIE Xinmiao   

  1. Center for Molecular Systems and Organic Devices(CMSOD), Key Laboratory for Organic Electronics and Information Displays & Jiangsu Key Laboratory for Biosensors, Institute of Advanced Materials(IAM), Jiangsu National Synergetic Innovation Center for Advanced Materials(SICAM), Nanjing University of Posts & Telecommunications, Nanjing 210023, P. R. China
  • Received:2018-08-23 Revised:2018-09-07 Online:2019-02-01 Published:2019-01-30
  • Contact: WEI Ying E-mail:iamywei@njupt.edu.cn
  • Supported by:
    Supported by the National Natural Science Foundation of China(No.21602111), the Natural Science Foundation of Jiangsu Province, China(No.BK20150832) and the Scientific Foundation of Nanjing University of Posts and Telecommunications, China (Nos.NUPTSF, NY215078).

Abstract: A facile and efficient method for the preparation of methyl ketones was developed in the reaction of alkynes and alkenes with PhIO-BF3·Et2O. The reaction features mild conditions, short time and metal-free catalyst. The possible mechanism for the formation of methyl ketones was proposed. H2O functions as both a nucleophile and an oxygen source.

Key words: Alkyne, Alkene, Ketone, Hydration reaction