title: Regio- and Stereoselective Hydrosulfonation of Alkynylcarbonyl Compounds with Sulfinic Acid in Water.
abstract: We report the atom-economic and environmentally friendly synthesis of Z-β-sulfonyl-a,β-unsaturated carbonyl compounds in water. The mechanism study reveals that the hydrosulfonylation of alkynylcarbonyl compounds with sulfinic acids proceeds via a mechanism that features a sulfinic acid molecule protonating an alkynyl motif to form the ethenium intermediate, which subsequently reacted with a sulfonyl anion to afford the desired products. The ethenium intermediate differentiated electronic and steric demands between the two substituents on the C≡C triple bond of the alkyne substrates to exhibit high regio- and stereoselectivity from a wide range of Z-β-sulfonyl-a,β-unsaturated carbonyl compounds.
authors.affiliation: Key Laboratory of Comprehensive Utilization of Advantage Plants Resources in Hunan South, College of Chemistry and Bioengineering, Hunan University of Science and Engineering , Yongzhou 425100, China.
authors.forename: Chao
authors.initials: C
authors.lastname: Wu
authors.affiliation: Key Laboratory of Comprehensive Utilization of Advantage Plants Resources in Hunan South, College of Chemistry and Bioengineering, Hunan University of Science and Engineering , Yongzhou 425100, China.
authors.forename: Panpan
authors.initials: P
authors.lastname: Yang
authors.affiliation: Key Laboratory of Comprehensive Utilization of Advantage Plants Resources in Hunan South, College of Chemistry and Bioengineering, Hunan University of Science and Engineering , Yongzhou 425100, China.
authors.forename: Zhimin
authors.initials: Z
authors.lastname: Fu
authors.affiliation: Key Laboratory of Comprehensive Utilization of Advantage Plants Resources in Hunan South, College of Chemistry and Bioengineering, Hunan University of Science and Engineering , Yongzhou 425100, China.
authors.forename: Yong
authors.initials: Y
authors.lastname: Peng
authors.affiliation: Key Laboratory of Comprehensive Utilization of Advantage Plants Resources in Hunan South, College of Chemistry and Bioengineering, Hunan University of Science and Engineering , Yongzhou 425100, China.
authors.forename: Xin
authors.initials: X
authors.lastname: Wang
authors.affiliation: Key Laboratory of Comprehensive Utilization of Advantage Plants Resources in Hunan South, College of Chemistry and Bioengineering, Hunan University of Science and Engineering , Yongzhou 425100, China.
authors.forename: Zuozhi
authors.initials: Z
authors.lastname: Zhang
authors.affiliation: Key Laboratory of Comprehensive Utilization of Advantage Plants Resources in Hunan South, College of Chemistry and Bioengineering, Hunan University of Science and Engineering , Yongzhou 425100, China.
authors.forename: Fang
authors.initials: F
authors.lastname: Liu
authors.affiliation: Key Laboratory of Comprehensive Utilization of Advantage Plants Resources in Hunan South, College of Chemistry and Bioengineering, Hunan University of Science and Engineering , Yongzhou 425100, China.
authors.forename: Wenyi
authors.initials: W
authors.lastname: Li
authors.affiliation: Key Laboratory of Comprehensive Utilization of Advantage Plants Resources in Hunan South, College of Chemistry and Bioengineering, Hunan University of Science and Engineering , Yongzhou 425100, China.
authors.forename: Zhizhang
authors.initials: Z
authors.lastname: Li
authors.affiliation: Key Laboratory of Comprehensive Utilization of Advantage Plants Resources in Hunan South, College of Chemistry and Bioengineering, Hunan University of Science and Engineering , Yongzhou 425100, China.
authors.forename: Weimin
authors.initials: W
authors.lastname: He