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• W4246512830 startingPage "14100" @default.
• W4246512830 abstract "The radical addition of the ClS σ-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 ClS 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." @default.
• W4246512830 created "2022-05-12" @default.
• W4246512830 creator A5018933402 @default.
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• W4246512830 date "2014-10-15" @default.
• W4246512830 modified "2023-10-18" @default.
• W4246512830 title "Iron-Induced Regio- and Stereoselective Addition of Sulfenyl Chlorides to Alkynes by a Radical Pathway" @default.
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• W4246512830 doi "https://doi.org/10.1002/ange.201408121" @default.
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