Catalyst-free alkylation of sulfinic acids with sulfonamides via sp(3) C-N bond cleavage at room temperature.
Org Lett
; 11(12): 2543-5, 2009 Jun 18.
Article
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| MEDLINE
| ID: mdl-19449883
ABSTRACT
An unprecedented catalyst-free alkylation of sulfinic acids with sulfonamides has been developed via sp(3) C-N bond cleavage at room temperature. In the absence of external catalysts and additives, a wide variety of N-benzylic and N-allylic sulfonamides couple with sulfinic acids to give structurally diversified sulfones in moderate to excellent yields. Furthermore, the reaction of N-(2-acyl)allylic sulfonamides with sulfinic acids provides a convenient access to trisubstituted allyl sulfones with exclusive Z selectivity.
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2009
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Article