HFIP-Promoted Divergent Cycloadditions of Difluoroenoxysilanes with 2-Indolylmethanols: Synthesis of Fluoro 2H-Pyrano[3,4-b]indoles and gem-Difluoro Cyclopenta[b]indoles

Organic Letters, Год журнала: 2024, Номер 26(22), С. 4610 - 4615

Опубликована: Май 23, 2024

An oxa-6π-electrocyclization of difluoroenoxysilanes with diaryl 2-indolylmethanols has been developed. In addition, a rarely reported C3-nucleophilic [3+2] cycloaddition dialkyl disclosed. This divergent approach affording readily available as three-atom and C2 synthons provides rapid access to fluoro 2

Язык: Английский

B(C₆F₅)₃/Chiral Phosphoric Acid Promoted Asymmetric C-3 gem-Difluoroalkylation of Quinoxalin-2-ones with Difluoroenoxysilanes

Organic Letters, Год журнала: 2024, Номер 26(31), С. 6551 - 6555

Опубликована: Июль 30, 2024

The asymmetric Mannich-type reaction of quinoxalin-2-ones with difluoroenoxysilanes has been developed for the synthesis chiral gem-difluoroalkylated quinoxalin-2-ones. worked in presence phosphoric acid CPA 1 and B(C6F5)3 THF at room temperature. exhibited a good substrate scope furnishing products yields (up to 97%) up 96% ee.

Язык: Английский

Expedient Synthesis of gem-CF2-2H-Thiophenes from Enaminothiones

Synlett, Год журнала: 2024, Номер 35(18), С. 2113 - 2116

Опубликована: Апрель 8, 2024

Abstract An expedient and easy-to-handle synthetic platform has been established for the constructing of 2H-thiophenes carrying fluorine atoms through [4+1] cyclization enaminothiones with fluorinated carbene precursors. This simple reaction system is well compatible a wide range substrates under completely metal-free conditions. The resulting can undergo further late-stage modifications to yield fluorine-substituted heterocycles.

Язык: Английский