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

Feng Danqing,

Xiao Geng

et al.

Research Square (Research Square), Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 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.

Language: Английский

Ruthenium-Catalyzed Carbocycle-Selective Hydrogenation of Fused Heteroarenes DOI Creative Commons

Chenguang Luo,

Chao Wu, Xiaoming Wang

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 11, 2024

The homogeneous catalytic hydrogenation of benzo-fused heteroarenes generally provides partially hydrogenated products wherein the heteroaryl ring is preferentially reduced, such as quinoline hydrogenation, leading to 1,2,3,4-tetrahydroquinoline. Herein, we report a carbocycle-selective fused

Language: Английский

Citations

6
Dearomative selective reduction of structurally diverse N-heteroarenes enabled by a homogeneous titanium catalyst DOI
Tarun Kumar Bhatt,

Vitisha Suman,

Mridula Choudhary

et al.

Journal of Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 115937 - 115937

Published: Jan. 1, 2025

Language: Английский

Citations

0
Synthesis, Antimicrobial, and Neuropharmacological Evaluation of Novel Benzothiazole Sulfonyl-Containing Heterocyclic Scaffolds Via Multi-Component Reactions DOI

Fadel T. S. Almassri,

Soner Özdemir,

Begüm Nurpelin Sağlık

et al.

Published: Jan. 1, 2025

Language: Английский

Citations

0
Ru Distribution and Activity of Ru/C Catalyst for Continuous Hydrogenation of 3,5-dimethylpyridine DOI

Kerou Wan,

Jie Cheng, Li Zhang

et al.

Catalysis Letters, Journal Year: 2025, Volume and Issue: 155(4)

Published: March 5, 2025

Language: Английский

Citations

0
Radical‐Polar Crossover Bicyclization Enables a Modular Synthesis of Saturated Bicyclic Amines DOI Creative Commons

Feng Danqing,

Xiao Geng,

Lingling Zuo

et al.

Advanced Science, Journal Year: 2025, Volume and Issue: unknown

Published: April 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.

Language: Английский

Citations

0
Drugs from drugs: New chemical insights into a mature concept DOI Creative Commons
Eloy Lozano Baró, Federica Catti,

Carolina Estarellas

et al.

Drug Discovery Today, Journal Year: 2024, Volume and Issue: unknown, P. 104212 - 104212

Published: Oct. 1, 2024

Language: Английский

Citations

1
Organophotocatalytic Reduction of Benzenes to Cyclohexenes DOI

K. Uma Devi,

Asad Shehzad, Mario P. Wiesenfeldt

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 4, 2024

The reduction of abundant benzene rings to scarce C(sp3)-rich motifs is invaluable for drug design, as C(sp3) content known correlate with clinical success. Cyclohexenes are attractive targets, they can be rapidly elaborated into large product libraries and stable against rearomatization. However, partial reactions benzenes cyclohexenes rare have a very narrow scope. Herein we report broadly applicable method that converts electron-poor tolerates Lewis-basic functional groups such triazoles thioethers well reducible cyanides, alkynes, sulfones. reaction utilizes an organic donor induces mild arene by preassociation photoexcitable electron donor–acceptor (EDA) complex isomerization redox-inert 1,4-cyclohexadienes 1,3-cyclohexadienes without strong base in its oxidized thioquinone methide form.

Language: Английский

Citations

1
Photochemical Strategy Enables the De Novo Synthesis of Saturated Bicyclic Amine Collections DOI Creative Commons
Lei Wang,

Feng Danqing,

Xiao Geng

et al.

Research Square (Research Square), Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 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.

Language: Английский

Citations

0