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Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (4): 767-773.DOI: 10.6023/cjoc201308011 Previous Articles     Next Articles

Articles

醋酸铜促进的芳基磺酰肼自身偶联合成二芳基砜

王建伟, 韦珊红, 赵保丽, 程凯   

  1. 绍兴文理学院 浙江省精细化学品传统工艺替代技术研究重点实验室 绍兴 312000
  • 收稿日期:2013-08-09 修回日期:2013-10-11 发布日期:2013-12-14
  • 通讯作者: 程凯 E-mail:chengkai@usx.edu.cn
  • 基金资助:

    国家自然科学基金（No. 21202102）、浙江省自然科学基金（No. LQ14B020001）、浙江省科技厅（No. 2012R10014-15）、浙江省教育厅（No. Y201328443）和绍兴市科技计划（No. 2013014017）资助项目.

Cu(OAc)2 Mediated Homo-coupling with Arylsulfonyl Hydrazides to Synthesize Biarylsulfone

Wang Jianwei, Wei Shanhong, Zhao Baoli, Cheng Kai   

  1. Zhejiang Key Laboratory of Alternative Technologies for Fine Chemicals Process, Shaoxing University, Shaoxing 312000
  • Received:2013-08-09 Revised:2013-10-11 Published:2013-12-14
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21202102), the Zhejiang Provincial Natural Science Foundation of China (No. LQ14B020001), the Science Technology Department of Zhejiang Province (No. 2012R10014-15), the Education Department of Zhejiang Province (No. Y201328443) and the Science Technology Project of Shaoxing City (No. 2013014017).

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A new homocoupling pattern with arylsulfonyl hydrazides promoted by Cu(OAc)2 is described. This transformation is proceeded via intermolecular denitrification and desulfitation. Symmetrical diaryl sulfone derivatives were obtained with high selectivity and reactivity. The solvents showed striking influence to the formation of distinctive by-products. The reported homocoupling reactions are very practical as it does not require the protection of inert gas and tolerant to the many functional groups, especially nitro, halogen and heterocyclic system. The synthetic method has been applied to the synthesis of dapsone.

Key words: homocoupling, biarylsulfone synthesis, arylsulfonyl hydrazides