Influence of sulfonyl substituents on the decomposition of N-sulfonylhydrazones at room temperature. Issue 1 (5th December 2018)

• Record Type: Journal Article
• Authors: Liu, Zhaohong; Raveendra Babu, Kaki; Wang, Feng; Yang, Yang; Bi, Xihe
• Is Part Of: Organic chemistry frontiers. Volume 6:Issue 1(2019)
• Page Start: 121
• Page End: 124
• Publication Date: 2018-12-05
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/c8qo00802g
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : A systematic investigation on the influence of sulfonyl substituents on the decomposition of N -sulfonylhydrazones at room temperature is described. Abstract : A detailed study of the dissociation performance of structurally varied N -sulfonylhydrazones was described, and N -tfsylhydrazone was proved to be the best substrate to give the corresponding diazo compound at room temperature. N -Tfsylhydrazone is capable of releasing nonstabilized aryldiazomethane in a wide range of solvents in the presence of various commonly used bases under mild reaction conditions (−25 °C to 40 °C). The utility of the strategy is established by late-stage derivatization of bioactive molecules and several typically sensitive reactions, in which highly purified diazo compounds are required.