136399-24-1Relevant articles and documents
Metal-Free Electrophilic Alkynylation of Sulfenate Anions with Ethynylbenziodoxolone Reagents
Amos, Stephanie G. E.,Nicolai, Stefano,Gagnebin, Alec,Le Vaillant, Franck,Waser, Jerome
, p. 3687 - 3701 (2019/03/07)
Alkynyl sulfoxides are important building blocks with a unique reactivity in organic chemistry, but only a 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.
Reactions of N,N-bis(silyloxy)enamines with sulfur-centered and sulfur-stabilised electrophiles
Ustinov, Aleksei V.,Dilman, Alexander D.,Ioffe, Sema L.,Strelenko, Yuri A.,Smit, William A.,Tartakovsky, Vladimir A.
, p. 74 - 76 (2007/10/03)
The coupling of N,N-bis(silyloxy)enamines with arylsulfenyl chlorides and episulfonium cations proceeds as an electrophilic attack at the β-carbon atoms of N,N-bis(silyloxy)enamines and affords functionalised aliphatic compounds.
