Formal Olefinic C−H Phosphinylation via Alkenyl Sulfonium Salts

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(17), P. 3664 - 3669

Published: July 2, 2024

Abstract Formal olefinic C−P cross‐coupling between alkenyl sulfonium salts and secondary phosphine oxides H‐phosphinates has been developed. A base enables construction of bonds as well aliphatic at ambient temperature under an air atmosphere. This protocol provides alternative access to multisubstituted phosphinates in 40–99% yield from functionalized alkenes through interrupted Pummerer activation/base‐promoted C−S bond phosphinylation sequence. Gram‐scale preparation feasible derivatization demonstrated the applicability resultant alkenylphosphine oxides.

Language: Английский

Transition metal-free [3 + 3] annulation of cyclopropanols with β-enamine esters to assemble nicotinate derivatives

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(45), P. 8984 - 8988

Published: Jan. 1, 2023

A metal-free and efficient approach for the synthesis of structurally important nicotinates through 4-HO-TEMPO-mediated [3 + 3] annulation cyclopropanols with β-enamine esters is presented. This protocol features high atom efficiency, green waste, simple operation broad substrate scope. Moreover, experiments gram-scale recovery oxidants make this strategy more sustainable practical.

Language: Английский