Progress in heterocyclic chemistry, Journal Year: 2023, Volume and Issue: unknown, P. 387 - 424
Published: Jan. 1, 2023
Language: Английский
Chemical Reviews, Journal Year: 2022, Volume and Issue: 122(24), P. 17479 - 17646
Published: Oct. 14, 2022
Alkenes and their derivatives are featured widely in a variety of natural products, pharmaceuticals, advanced materials. Significant efforts have been made toward the development new practical methods to access this important class compounds by selectively activating alkenyl C(sp2)–H bonds recent years. In comprehensive review, we describe state-of-the-art strategies for direct functionalization sp2 C–H C–F until June 2022. Moreover, metal-free, photoredox, electrochemical also covered. For clarity, review has divided into two parts; first part focuses on currently available using different alkene as starting materials, second describes bond easily accessible gem-difluoroalkenes material. This includes scope, limitations, mechanistic studies, stereoselective control (using directing groups well metal-migration strategies), applications complex molecule synthesis where appropriate. Overall, aims document considerable advancements, current status, emerging work critically summarizing contributions researchers working fascinating area is expected stimulate novel, innovative, broadly applicable functionalizations coming
Language: Английский
Citations
155
The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown
Published: Feb. 5, 2025
A base-promoted regioselective formal [3 + 2] annulation of pyridinium ylides with bromoalkynes is reported, producing a series substituent-diverse indolizines in generally good yields. mild K2CO3-promoted three-component cyclization and at 2:1 molar ratio delivered C2-acylmethylated indolizines, whereas C2-brominated were generated starting from bearing strong electron-withdrawing groups the unit by using 2,2,6,6-tetramethyl-1-piperidinyloxy as dehydrogenating reagent. The current synthetic methodology offers controllable modular approach to access different substitution patterns, featuring wide substrate scope, functional group compatibility, complete regioselectivity without demand any transition-metal catalysts.
Language: Английский
Citations
1
Organic Letters, Journal Year: 2024, Volume and Issue: 26(27), P. 5625 - 5629
Published: July 2, 2024
A palladium-catalyzed cascade carbonylation reaction of 2-bromo-
Language: Английский
Citations
6
The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(11), P. 8230 - 8242
Published: May 14, 2024
We have devised a highly diastereoselective formal [2 + 1] annulation reaction of arylidene/alkylidine-pyrazolones with in situ-generated supported as well standard pyridinium ylides to construct spirocyclopropanyl-pyrazolones. The cascade approach exhibits wide range functional group tolerance, gram-scale capability, and substrate versatility. A diverse spirocyclic cyclopropanes was synthesized extensively both mediators, the pyridine reused subsequent cycles. Density theory calculations confirmed formation spirocyclopropane lower energy pathway.
Language: Английский
Citations
5
Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(15), P. 4214 - 4218
Published: Jan. 1, 2024
A [3 + 1 1] cascade annulation reaction for the divergent construction of trisubstituted indolizines using sulfoxonium ylides, BrCF 2 CO Me and pyridinium salts as readily available substrates has been developed.
Language: Английский
Citations
5
Organic Letters, Journal Year: 2022, Volume and Issue: 24(3), P. 907 - 911
Published: Jan. 18, 2022
A photochemical approach for the preparation of α-keto-N-acyl sulfoximines from NH and gem-difluoroalkenes has been developed. In presence NBS, reactions proceed in air without need a photocatalyst or additional oxidant. Results mechanistic studies suggest that two oxygens products stem water dioxygen.
Language: Английский
Citations
16
Asian Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 12(5)
Published: March 23, 2023
Abstract A copper‐catalyzed [3+2] annulation of the in situ generated pyridinium ylides with α‐CF 3 ketones was realized, which first acted as synthetic equivalents unstable fluoroalkynones. With this protocol, a series functionalized 2‐fluoroindolizines were afforded moderate to good yields under ambient conditions air oxidant.
Language: Английский
Citations
9
Green Synthesis and Catalysis, Journal Year: 2025, Volume and Issue: unknown
Published: March 1, 2025
Language: Английский
Citations
0
The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown
Published: April 19, 2025
A straightforward and efficient strategy for the synthesis of fully functionalized indolizines has been developed through a transition metal- oxidant-free [3 + 2] cycloaddition reaction zwitterionic ketenimines pyridinium salts. This versatile method proceeds under mild conditions, affording in moderate to good yields. approach involves an intermolecular cycloaddition, followed by enamine/imine tautomerization aromatization. Notably, this demonstrates broad functional group compatibility allows facile scalability, making it valuable tool indolizine-based frameworks organic medicinal chemistry.
Language: Английский
Citations
0
Chinese Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 45(4), P. 1047 - 1047
Published: Jan. 1, 2025
Language: Английский
Citations
0