Metal-free base-promoted sulfenylation for the synthesis of α - arylthio- α , β -unsaturated ketones
Tetrahedron(2018)
Abstract
A new sulfenylation reaction has been established, stereoselectively affording 37 examples of α-arylthio-α,β-unsaturated ketones with generally good yields via a metal-free three-component reaction of α-thiocyanate ketones with diaryliodonium salts and 1,2-dicarbonyls. The reaction enabled multiple bond-forming events including C(sp2)–S formation to provide a high-efficient and practical method toward α-arylthio-α,β-unsaturated ketones. The reasonable mechanism for forming α-arylthio-α,β-unsaturated ketones was proposed.
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Key words
Sulfenylation,Three-component reaction,α-arylthio-α,β-unsaturated ketones,Stereoselectivity
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