Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 363, Issue 11, Pages 2888-2892Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202100088
Keywords
Fluorine; Radicals; Photocatalysis; AlkenesThiols
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Funding
- Russian Science Foundation [20-13-00112]
- Russian Science Foundation [20-13-00112] Funding Source: Russian Science Foundation
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Thiols react with alpha-(trifluoromethyl)styrenes under photocatalytic conditions, leading to desulfurative allylic fluorine substitution and formation of gem-difluorostyrenes.
Reaction of thiols with alpha-(trifluoromethyl)styrenes under photocatalytic conditions leading to desulfurative allylic fluorine substitution is described. The reaction is performed by treatment of thiols with benzyl zinc chloride to generate zinc thiolates followed by visible light induced desulfurization by means of triphenylphosphine. Radicals formed after the C-S bond cleavage react with the double bond affording gem-difluorostyrenes.
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