Abstract
This article reported a highly regioselective tandem formal nucleophilic substitution and decarboxylation reaction of alkyl 2-acyl-1-chlorocyclopropanecarboxylates with sodium sulfinates under basic conditions. Actually, alkyl 2-acyl-1-chlorocyclopropanecarboxylates could be easily converted into cyclopropene intermediates by simple 1,2-elimination of hydrogen chloride, and this highly reactive cyclopropene quickly combines with sodium sulfinate via a regioselective 1,4-Michael addition. Subsequent esterolysis and decarboxylation of the 1,4-Michael adducts afforded 1-aroylsulfonyl-2-aroylcyclopropanes in high yields. This observation firstly demonstrates that direct Michael addition of sodium sulfinates with reactive cyclopropene is really workable.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
