31598-93-3Relevant academic research and scientific papers
Stereoselective: Z -halosulfonylation of terminal alkynes using sulfonohydrazides and CuX (X = Cl, Br, I)
Wan, Jie-Ping,Hu, Deqing,Bai, Feicheng,Wei, Li,Liu, Yunyun
, p. 73132 - 73135 (2016/08/19)
The Z-selective halosulfonylation of terminal alkynes has been achieved via the halosulfonylation of terminal alkynes by using sulfonohydrazides and copper(i) halides (CuI, CuBr and CuCl), which enables the generally applicable synthesis of halogenated vi
Palladium-catalyzed regio- and stereoselective chlorothiolation of terminal alkynes with sulfenyl chlorides
Iwasaki, Masayuki,Fujii, Tomoya,Yamamoto, Arisa,Nakajima, Kiyohiko,Nishihara, Yasushi
supporting information, p. 58 - 62 (2014/01/06)
Chlorothiolation of terminal alkynes with sulfenyl chlorides yields anti-adducts without transition-metal catalysts. In sharp contrast, transition-metal-catalyzed chlorothiolation has not been developed to date, possibly because organosulfur compounds can poison catalyst. Herein, the regio- and stereoselective palladium-catalyzed chlorothiolation of terminal alkynes with sulfenyl chlorides is described. syn-Chlorothiolation offers a complementary synthetic route to chloroalkenyl sulfides. 2-Chloroalkenyl sulfides can easily be transformed into various sulfur-containing products, most of which are often found in natural products and pharmaceuticals. Copyright
Stereoselective synthesis of (Z)-β-chlorovinyl sulfones by addition of sulfonyl chlorides to acetylenes
Liu, Xueyuan,Duan, Xinhua,Pan, Zhenliang,Han, Yao,Liang, Yongmin
, p. 1752 - 1754 (2007/10/03)
The addition reaction of sulfonyl chlorides with acetylenes in the presence of a copper salt is described. The reaction proceeds in toluene in the presence of CuCl with Me2S as the additive to afford only (Z)-β-chlorovinyl sulfones in moderate to excellent yields. Georg Thieme Verlag Stuttgart.
Studies on hydrozirconation of 1-alkynyl sulfoxides or sulfones and the application for the synthesis of stereodefined vinyl sulfoxides or sulfones
Huang, Xian,Duan, Dehui,Zheng, Weixin
, p. 1958 - 1963 (2007/10/03)
The hydrozirconation reaction of 1-alkynyl sulfoxides or sulfones with CP2Zr(H)Cl in THF at room temperature predominantly gave Z-β-zirconated vinyl sulfoxides or sulfones with excellent regioselectivity. Compared with 1-alkynyl sulfoxides, the hydrozirconation reaction of 1-alkynyl sulfones exhibits great synthetic potential, leading to the efficient preparation of Z-β-halovinyl sulfones, Z-β-sulfonyl α,β-unsaturated ketones, and Z-β-alkynyl vinyl sulfones. Although the reaction mechanisms are still not clear, the neighboring group participation of the sulfinyl or sulfonyl group may be playing an important role in this unique hydrozirconation reaction.
The synthesis of ethenyl bifunctional reagents containing a sulfone moiety and zirconium by the abnormal addition of Cp2Zr(H)Cl to internal acetylenic sulfones
Huang, Xian,Duan, De-Hui
, p. 1741 - 1742 (2007/10/03)
Ethenyl bifunctional reagents containing a sulfone moiety and zirconium are prepared by the abnormal addition of Cp2Zr(H)Cl to internal acetylenic sulfones.
REACTIONS OF α- AND β-HALOSTYRENES WITH ARYLDIAZONIUM CHLORIDES AND SULFUR DIOXIDE. SYNTHESIS OF STYRYL ARYL SULFONES
Obushak, N. D.,Bilaya, E. E.,Ganushchak, N. I.
, p. 2105 - 2108 (2007/10/02)
Reaction of β-chloro- and β-bromostyrene with aryldiazonium chlorides and sulfur dioxide results in replacement of the halogen by the arylsulfonyl group to give E-styryl aryl sulfones.When this reaction is carried out with α-chlorostyrenes in a water-acetone-acetic acid medium, α-arylsulfonylacetophenones and Z-α-chlorostyryl aryl sulfones are obtained, while in aqueous acetone only the latter are formed.Z-α-Chlorostyryl aryl sulfones are also obtained with α-bromostyrene, irrespective of the solvent.In all cases, the arylsulfonyl group occupies the trans position to the phenyl group.The structures of the products could arise by an ion-radical mechanism.Arylsulfonation of α- and β-halostyrenes with ArSO2Cl in acetonitrile in the presence of CuCl gives a mixture of Z- and E-α-chlorostyryl aryl sulfones or styryl aryl sulfones respectively.
