31598-92-2Relevant academic research and scientific papers
Iron(III) Chloride-Mediated Regio- and Stereoselective Chlorosulfonylation of Alkynes and Alkenes with Sodium Sulfinates
Zeng, Kui,Chen, Lang,Chen, Yi,Liu, Yongping,Zhou, Yongbo,Au, Chak-Tong,Yin, Shuang-Feng
supporting information, p. 841 - 847 (2017/03/11)
The atom-economic and one-pot regio- and stereoselective addition of sodium arenesulfinates to either alkynes or alkenes can be achieved with an iron(III) chloride hexahydrate [FeCl3?6 H2O] catalytic system to afford β-haloalkenyl and β-chloroalkyl sulfones in moderate to good yields. (Figure presented.).
A method of preparing beta-chloroalkenyl sulfone compounds from sulfonates and alkynes
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Paragraph 0063; 0064; 0065, (2017/04/29)
A method of preparing beta-chloroalkenyl sulfone compounds from sulfonates and alkynes is provided. The method includes directly synthesizing the beta-chloroalkenyl sulfone compounds from the sulfonates and the alkynes in a nitrogen or inert gas atmosphere by using an iron halogenide agent. The method adopts raw materials and the iron halogenide agent which are cheap, stable and easily available, and does not use ligands, acids, peroxides, microwave radiation, and other special reaction conditions. Pre-functionalization of a substrate is not needed. The method is mild in reaction conditions, simple in operation, short in reaction time and high in product selectivity, substrate applicability and yield, and has a potential application prospect in the fields of medicines, organic synthesis intermediates, and the like.
Iron-Induced regio- and stereoselective addition of sulfenyl chlorides to alkynes by a radical pathway
Iwasaki, Masayuki,Fujii, Tomoya,Nakajima, Kiyohiko,Nishihara, Yasushi
, p. 13880 - 13884 (2015/01/16)
The radical addition of the ClS s-bond in sulfenyl chlorides to various C~C triple bonds has been achieved with excellent regio- and stereoselectivity in the presence of a catalytic amount of a common iron salt. The reaction is compatible with a variety of functional groups and can be scaled up to the gram-scale with no loss in yield. As well as terminal alkynes, internal alkynes underwent stereodefined chlorothiolation to provide tetrasubstituted alkynes. Preliminary mechanistic investigations revealed a plausible radical process involving a sulfur-centered radical intermediate via iron-mediated homolysis of the ClS bond. The resulting chlorothiolation adducts can be readily transformed to the structurally complex alkenyl sulfides by cross-coupling reactions. The present reaction can also be applied to the complementary synthesis of the potentially useful bis-sulfoxide ligands for transition-metal-catalyzed reactions.
Iron halide-mediated regio- and stereoselective halosulfonylation of terminal alkynes with sulfonylhydrazides: Synthesis of (E)-β-chloro and bromo vinylsulfones
Li, Xiaoqing,Shi, Xinhua,Fang, Mingwu,Xu, Xiangsheng
, p. 9499 - 9504 (2013/10/08)
Halosulfonylation of terminal alkynes was achieved with sulfonylhydrazides as the sulfonyl precursor and inexpensive iron halide as halide source in the presence of TBHP, allowing the regio- and stereoselective generation of (E)-β-chloro and bromo vinylsu
