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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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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.
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 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).
关键词 SULFENYLATION N-bromosuccinimide (NBS) SULFINATE disulfide thiosulfonate sulfenylation, N-bromosuccinimide (NBS), sulfinate, disulfide, thiosulfonate
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