Dual Nickel/Photoredox-Catalyzed Arylsulfonylation of Allenes

Organic Letters, Год журнала: 2024, Номер 26(24), С. 5074 - 5081

Опубликована: Июнь 10, 2024

The nickel/photoredox dual catalysis system is an efficient conversion platform for the difunctionalization of unsaturated hydrocarbons. Herein, we disclose first nickel/photoredox-catalyzed intramolecular 1,2-arylsulfonylation allenes, which can accurately construct a C(sp2)–C(sp2) bond and C(sp3)–S bond. reaction exhibits excellent chemoselectivity regioselectivity, allowing modular conformations diverse series 3-sulfonylmethylbenzofuran derivatives. Control experiments showed that bipyridine ligand crucial formation stable σ-alkyl nickel intermediate, providing possibility sulfonyl radical insertion. Meanwhile, electrophilic facilitates further oxidative addition intermediate inhibits with allenes. In addition, control experiments, cyclic voltammetry tests, Stern–Volmer density functional theory calculations afford evidence Ni(0)/Ni(I)/Ni(II)/Ni(III) pathway in this 1,2-arylsulfonylation.

Язык: Английский

Reactions of alkynes with C–S bond formation: recent developments

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(32), С. 6443 - 6484

Опубликована: Янв. 1, 2024

Alkynes are important in organic synthesis. This review mainly focuses on the recent advances (2013–2023) alkynes with C–S bond formation, based more than 30 kinds of sulfur reagents.

Язык: Английский

Synthesis of Indole- and Benzofuran-Based Benzylic Sulfones by Palladium-Catalyzed Sulfonylation of ortho-Iodoaryl Allenes

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(22), С. 16653 - 16662

Опубликована: Ноя. 6, 2024

A highly efficient palladium-catalyzed domino coupling reaction of

Язык: Английский