Jump to main content
Jump to site search

Issue 1, 2014
Previous Article Next Article

Direct monofluoromethylation of O-, S-, N-, and P-nucleophiles with PhSO(NTs)CH2F: the accelerating effect of α-fluorine substitution

Author affiliations

Abstract

An efficient and direct monofluoromethylation of O-, S-, N-, and P-nucleophiles with PhSO(NTs)CH2F 1 has been developed. In contrast to the previously known detrimental effect of α-fluorine substitution on SN2 reactions, the current monofluoromethylation is accelerated by the α-fluorine substitution. Based on a mechanistic study, a new reactivity of sulfoximine (as a radical monofluoromethylation reagent) is disclosed.

Graphical abstract: Direct monofluoromethylation of O-, S-, N-, and P-nucleophiles with PhSO(NTs)CH2F: the accelerating effect of α-fluorine substitution

Back to tab navigation

Supplementary files

Publication details

The article was received on 29 Jun 2013, accepted on 09 Sep 2013 and first published on 10 Sep 2013


Article type: Edge Article
DOI: 10.1039/C3SC51831K
Chem. Sci., 2014,5, 117-122

  •   Request permissions

    Direct monofluoromethylation of O-, S-, N-, and P-nucleophiles with PhSO(NTs)CH2F: the accelerating effect of α-fluorine substitution

    X. Shen, M. Zhou, C. Ni, W. Zhang and J. Hu, Chem. Sci., 2014, 5, 117
    DOI: 10.1039/C3SC51831K

Search articles by author

Spotlight

Advertisements