100621-86-1Relevant articles and documents
Gold-Catalyzed, Iodine(III)-Mediated Direct Acyloxylation of the Unactivated C(sp3)–H Bonds of Methyl Sulfides
Guo, Sheng-rong,Santhosh Kumar, Pailla,Yuan, Yan-qin,Yang, Ming-hua
, p. 4260 - 4264 (2016)
The gold-catalyzed, iodine(III)-mediated direct oxidative acyloxylation of the C(sp3)–H bonds of methyl sulfides for the synthesis of various α-thioaryl and α-thioalkyl ester derivatives was discovered. Bis(acyloxy)iodobenzene proved to be an efficient reagent to activate the sulfur atom as an in situ directing group for α-C(sp3)–H functionalization. The attractive features of this protocol include short reaction times, low catalyst loading, and in situ activation of adjacent C(sp3)–H bonds of the sulfur atom.
Fe2O3-catalyzed Pummerer rearrangement of acyl chlorides and sulfoxides: Facile synthesis of alkylthiomethyl ester
Xing, Haotian,Chen, Long,Jia, Yimin,Jiang, Zhongxing,Yang, Zhigang
supporting information, p. 2199 - 2202 (2017/05/16)
A simple, effective approach for the Pummerer rearrangement of acyl chlorides with sulfoxides by using a low-cost and more abundant Fe catalyst has been described. The alkylthiomethyl ester products were prepared in good to excellent yields for a range of different substrates including asymmetrical sulfoxides and acyl chlorides with a variety of functional groups under mild reaction conditions. The reaction features short reaction time, simple manipulation, cheap reagents and a broad substrate scope. Single crystal X-ray analysis of a representative methylthiomethyl (MTM) group containing product was also reported.
Tin-Pummerer rearrangement in the synthesis of O,S-acetal derivatives
Hatlelid, Jostein,Benneche, Tore,Undheim, Kjell
, p. 1092 - 1095 (2007/10/03)
α-Thioalkyl esters and carbonates have been prepared by a tin-Pummerer rearrangement in reactions of α-stannylated sulfoxides with acid chlorides or chloroformates, respectively. Acid chlorides have a higher reactivity than chloroformates in this reaction. Acta Chemica Scandinavica 1997.