NBS-Promoted Sulfenylation of Sulfinates with Disulfides Leading to Unsymmetrical or Symmetrical Thiosulfonates  被引量:2

NBS-Promoted Sulfenylation of Sulfinates with Disulfides Leading to Unsymmetrical or Symmetrical Thiosulfonates

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作  者:梁改改 刘妙昌 陈久喜 丁金昌 高文霞 吴华悦 

机构地区:[1]College of Chemistry and Materials Engineering,Wenzhou University,Wenzhou,Zhejiang 325035,China [2]Wenzhou Vocational and Technical College,Wenzhou,Zhejiang 325035,China

出  处:《Chinese Journal of Chemistry》2012年第7期1611-1616,共6页中国化学(英文版)

基  金:Supporting intbrmation tbr this article is available on the WWW under http://dx.doi.org/10.1002/cjoc.201200028 or from the author.Acknowledgement This work was supported by the National Natural Science Foundation of China (Nos. 21102105 and 21072153).

摘  要:A highly practical method to access unsymmetrical and symmetrical thiosulfonates in moderate to excellent yields has been developed through NBS-promoted sulfenylation of sulfinates with disulfides. The present process enables the use of two RS in RSSR and shows broad functional group tolerance, which represents an atom-economical and practical procedure for the synthesis of thiosulfonates. A plausible mechanism for the role of NBS as a promoter for the cleavage of disulfides generating N-(organothio)succinimide that then undergos facile sulenylation with sulfinates is proposed.A highly practical method to access unsymmetrical and symmetrical thiosulfonates in moderate to excellent yields has been developed through NBS-promoted sulfenylation of sulfinates with disulfides. The present process enables the use of two RS in RSSR and shows broad functional group tolerance, which represents an atom-economical and practical procedure for the synthesis of thiosulfonates. A plausible mechanism for the role of NBS as a promoter for the cleavage of disulfides generating N-(organothio)succinimide that then undergos facile sulenylation with sulfinates is proposed.

关 键 词:SULFENYLATION N-bromosuccinimide (NBS) SULFINATE disulfide thiosulfonate 

分 类 号:TQ423.34[化学工程] C829.23[社会学—统计学]

 

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