Visible-Light-Mediated Radical α-C(sp3)─H gem-Difluoroallylation of Amides with Trifluoromethyl Alkenes via Halogen Atom Transfer and 1,5-Hydrogen Atom Transfer DOI
Dan Liu,

Fang Xiao,

Ben Ebel

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: 27(10), P. 2377 - 2382

Published: March 5, 2025

Direct gem-difluoroallylation at the α-carbonyl position is a challenging process by conventional methods. Herein we report photocatalytic radical α-C(sp3)─H of amides with trifluoromethyl alkenes to access target compounds good yields and functional group tolerance. The mild effective conditions allow gem-difluoroalkene motifs as carbonyl bioisosteres incorporated concisely some complex molecules, including gemfibrozil estrone derivatives, presenting great potential for late-stage functionalization drugs, natural products, bioactive intermediates. Mechanistic investigations suggest pathway combining XAT 1,5-HAT.

Language: Английский

Visible-Light-Mediated Radical α-C(sp3)─H gem-Difluoroallylation of Amides with Trifluoromethyl Alkenes via Halogen Atom Transfer and 1,5-Hydrogen Atom Transfer DOI
Dan Liu,

Fang Xiao,

Ben Ebel

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: 27(10), P. 2377 - 2382

Published: March 5, 2025

Direct gem-difluoroallylation at the α-carbonyl position is a challenging process by conventional methods. Herein we report photocatalytic radical α-C(sp3)─H of amides with trifluoromethyl alkenes to access target compounds good yields and functional group tolerance. The mild effective conditions allow gem-difluoroalkene motifs as carbonyl bioisosteres incorporated concisely some complex molecules, including gemfibrozil estrone derivatives, presenting great potential for late-stage functionalization drugs, natural products, bioactive intermediates. Mechanistic investigations suggest pathway combining XAT 1,5-HAT.

Language: Английский

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