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Metal-Free Electrophilic Alkynylation of Sulfenate Anions with Ethynylbenziodoxolone Reagents.

07:00 EST 7th February 2019 | BioPortfolio

Summary of "Metal-Free Electrophilic Alkynylation of Sulfenate Anions with Ethynylbenziodoxolone Reagents."

Alkynyl sulfoxides are important building blocks with unique reactivity in organic chemistry, but only few reliable methods have been reported to synthesize them. A novel route to access alkynyl sulfoxides is reported herein by using Ethynyl BenziodoXolone (EBX) reagents to trap sulfenate anions generated in-situ via a retro-Michael reaction. The reaction takes place under metal-free and mild conditions. It is compatible with aryl, heteroaryl and alkyl sulfoxides with up to 90% yield. This practical access to alkynyl sulfoxides is expected to facilitate the application of these useful building blocks in organic synthesis.

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This article was published in the following journal.

Name: The Journal of organic chemistry
ISSN: 1520-6904
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