4108-56-9Relevant articles and documents
A convenient laboratory preparation of propargylthiol and its derivatives
Castro, Jaume,Moyano, Albert,Pericàs, Miquel A.,Riera, Antoni
, p. 518 - 520 (1997)
Reduction of propargyl S-thioacetate, followed by elimination of excess hydride and acidification, constitutes a practical alternative for the preparation of propargylthiol (as a solution of easily determined concentration) or of its derivatives (by trapping the intermediate thiolate with a suitable electrophile).
Photochemical Doyle-Kirmse Reaction: A Route to Allenes
Or?owska, Katarzyna,Rybicka-Jasińska, Katarzyna,Krajewski, Piotr,Gryko, Dorota
supporting information, p. 1018 - 1021 (2020/01/31)
This Letter describes the metal-free, blue-light-induced [2,3]-sigmatropic rearrangement of sulfonium ylides generated from donor/acceptor diazoalkanes and propargyl sulfides. The reaction furnishes highly functionalized allenes from a broad range of starting materials in decent yield. Mechanistic experiments supported by the literature data suggest singlet carbenes as intermediates in this reaction.
Rh(II)-Catalyzed [2,3]-Sigmatropic Rearrangement of Sulfur Ylides Derived from Cyclopropenes and Sulfides
Zhang, Hang,Wang, Bo,Yi, Heng,Zhang, Yan,Wang, Jianbo
supporting information, p. 3322 - 3325 (2015/07/15)
(Chemical Equation Presented) A new type of Rh2(OAc)4-catalyzed [2,3]-sigmatropic rearrangement of sulfur ylides is reported. A series of cyclopropenes were successfully employed for [2,3]-sigmatropic rearrangement by a reaction with either allylic or propargylic sulfides. Under the optimized conditions, the reaction afforded the products in moderate to excellent yields. In these transformations, the vinyl metal carbenes generated in situ from the cyclopropenes were effectively trapped by sulfides, resulting in the formation of corresponding products upon [2,3]-sigmatropic rearrangements.