19207-88-6Relevant articles and documents
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Appleyard,G.D.,Stirling,C.J.M.
, p. 1904 - 1908 (1969)
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Electrochemical Oxidation Enables Regioselective and Scalable α-C(sp3)-H Acyloxylation of Sulfides
Wang, Huamin,He, Meng,Li, Yongli,Zhang, Heng,Yang, Dali,Nagasaka, Masanari,Lv, Zongchao,Guan, Zhipeng,Cao, Yangmin,Gong, Fengping,Zhou, Zhilin,Zhu, Jingyun,Samanta, Supravat,Chowdhury, Abhishek Dutta,Lei, Aiwen
supporting information, p. 3628 - 3637 (2021/04/07)
A highly selective, environmentally friendly, and scalable electrochemical protocol for the construction of α-acyloxy sulfides, through the synergistic effect of self-assembly-induced C(sp3)-H/O-H cross-coupling, is reported. It features exceptionally broad substrate scope, high regioselectivity, gram-scale synthesis, construction of complex molecules, and applicability to a variety of nucleophiles. Moreover, the soft X-ray absorption technique and a series of control experiments have been utilized to demonstrate the pivotal role of the self-assembly of the substrates, which indeed is responsible for the excellent compatibility and precise control of high regioselectivity in our electrochemical protocol.
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.
