Photochemical Strategy Enables the De Novo Synthesis of Saturated Bicyclic Amine Collections DOI Creative Commons
Lei Wang,

Feng Danqing,

Xiao Geng

и другие.

Research Square (Research Square), Год журнала: 2024, Номер unknown

Опубликована: Дек. 3, 2024

Abstract Escape-from-Flatland concept have driven chemists pay more attention on the synthesis of C(sp3)-rich small molecules for potential drug candidates. Saturated bicyclic amines are a particularly relevant class derivatives and their inherent structural rigidity ensures accurate three-dimensional (3D) disposition exit vectors. Herein, we report successful realization radical-polar crossover bicyclization reaction from easily available cyclopropylamines substituted alkenes through photoredox catalysis. Notably, this approach introduces an innovative methodology de novo diverse collection 4/5-, 5/5-, 6/5- 7/5-fused saturated in systematic modular manner that difficult to achieve previous methodologies. This work highlights efficiency utility photoinduced applicability is showcased by excellent functional group tolerance, wide substrate scopes simple derivatization reactions.

Язык: Английский

Radical‐Polar Crossover Bicyclization Enables a Modular Synthesis of Saturated Bicyclic Amines DOI Creative Commons

Feng Danqing,

Xiao Geng,

Lingling Zuo

и другие.

Advanced Science, Год журнала: 2025, Номер unknown

Опубликована: Апрель 25, 2025

Abstract The rapid assembly of diverse cyclic amines from simple precursors is now considered as an ideal platform with respect to efficiency and sustainability. To date, numerous synthetic methods have been successfully developed however, most them are limited a narrow subset amines, variations in ring size often requiring different substrates distinct strategies. Furthermore, the “escape‐from‐Flatland” concept has led chemists focus on synthesis C(sp 3 )‐rich small molecules for potential drug candidates. Herein, successful realization radical‐polar crossover bicyclization reaction reported easily available cyclopropylamines substituted alkenes through photoredox catalysis. This approach introduces innovative methodology de novo collection 4/5‐, 5/5‐, 6/5‐,7/5‐, 5/6‐fused saturated bicyclic systematic modular manner excellent diastereoselectivity. work highlights utility photoinduced radical–polar bicyclization, applicability which showcased by functional group tolerance, wide substrate scopes, derivatization reactions.

Язык: Английский

Процитировано

0
Cooperative Photoredox and N-Heterocyclic Carbene-Catalyzed Formal C-H Acylation of Cyclopropanes via Deconstruction-Reconstruction Strategy DOI Creative Commons
Fan Gao,

Tian Wang,

Xiaoyu Yan

и другие.

Chemical Science, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

Cooperative NHC/photoredox catalyzed deconstruction–reconstruction of aryl cyclopropanes was described to access various α-acylated cyclopropane derivatives.

Язык: Английский

Процитировано

2
Copper-Catalyzed Asymmetric [3 + 2] Cycloaddition of N-2,2,2-Trifluoroethylisatin Ketimines to Access Three Classes of Polyfunctionalized Spiro-Pyrrolidine–Oxindole Motifs DOI

Wenfeng Xu,

Ren-Xu Xiao,

Shuo Lv

и другие.

Organic Letters, Год журнала: 2024, Номер 26(35), С. 7376 - 7381

Опубликована: Авг. 22, 2024

A facile copper-catalyzed [3 + 2] cycloaddition of N-2,2,2-trifluoroethylisatin ketimines with various electron-deficient alkenes to access structurally polyfunctionalized spiro-pyrrolidine–oxindole motifs has been developed. Under the catalytic system, could be utilized react a series exocyclic alkenes, including 2-acylamino acrylates, 3-methylene-β-lactams, and sterically hindered cycloalkenes represented by cyclobutenone, obtain variety densely functionalized spiro-pyrrolidine frameworks bearing an α-amino acid ester, β-lactam, cyclobutanone, respectively, in generally good yields excellent diastereo- enantioselectivities.

Язык: Английский

Процитировано

0
Photochemical Strategy Enables the De Novo Synthesis of Saturated Bicyclic Amine Collections DOI Creative Commons
Lei Wang,

Feng Danqing,

Xiao Geng

и другие.

Research Square (Research Square), Год журнала: 2024, Номер unknown

Опубликована: Дек. 3, 2024

Abstract Escape-from-Flatland concept have driven chemists pay more attention on the synthesis of C(sp3)-rich small molecules for potential drug candidates. Saturated bicyclic amines are a particularly relevant class derivatives and their inherent structural rigidity ensures accurate three-dimensional (3D) disposition exit vectors. Herein, we report successful realization radical-polar crossover bicyclization reaction from easily available cyclopropylamines substituted alkenes through photoredox catalysis. Notably, this approach introduces an innovative methodology de novo diverse collection 4/5-, 5/5-, 6/5- 7/5-fused saturated in systematic modular manner that difficult to achieve previous methodologies. This work highlights efficiency utility photoinduced applicability is showcased by excellent functional group tolerance, wide substrate scopes simple derivatization reactions.

Язык: Английский

Процитировано

0