RSC Sustainability, Journal Year: 2024, Volume and Issue: unknown
Published: Dec. 17, 2024
An operationally simple and visible light promoted approach has been developed for synthesizing diversely functionalized succinimides under transition-metal oxidant-free conditions in PEG-400.
Language: Английский
Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(6), P. 1220 - 1268
Published: Jan. 22, 2024
Abstract Elaborated molecular architectures, specifically those bearing one or more carbon stereocenters, stand as an important class of carbocyclic and heterocyclic frameworks because they are frequently occurring core structures in numerous natural products biologically active pharmaceutical molecules. Over the past few decades, development versatile synthetic approaches via cascade cyclization reactions 1,6‐enynes for construction a series fused spiro compounds has been focus great deal research initiatives. These synthesis strategies peculiarly fascinating context assembly wide array molecules, products, agrochemicals, functional materials. In this review, recent developments transformations with diverse coupling reagents summarized since 2018, which could be divided into five categories: 1) Introduction; 2) Transition metal catalyzed 1,6‐enynes; 3) Metal‐free 4) Visible‐light‐induced 5) Electrocatalytic 1,6‐enynes.
Language: Английский
Citations
13
Green Chemistry, Journal Year: 2024, Volume and Issue: 26(5), P. 2721 - 2729
Published: Jan. 1, 2024
Herein, we report a mechanochemical-assisted decarboxylative sulfonylation of α,β-unsaturated carboxylic acids with sodium sulfinate salts using potassium iodide as an activator under water-assisted grinding conditions.
Language: Английский
Citations
11
Tetrahedron, Journal Year: 2025, Volume and Issue: 173, P. 134467 - 134467
Published: Jan. 12, 2025
Language: Английский
Citations
1
Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(19), P. 4972 - 5027
Published: Jan. 1, 2023
This review comprehensively summarizes the dichalcogenative functionalization of unsaturated compounds over past decade. The scopes, limitations and detailed reaction mechanisms are also discussed.
Language: Английский
Citations
20
Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(22), P. 5735 - 5745
Published: Jan. 1, 2023
During the past decade, photo- and electrochemical reactions proceeding via single-electron-transfer (SET) triggered radical pathways have emerged as an indispensable strategy for efficient formation of chemical bonds.
Language: Английский
Citations
20
Organic Letters, Journal Year: 2024, Volume and Issue: 26(18), P. 3810 - 3815
Published: April 28, 2024
A visible-light-driven photocatalytic protocol is established for the diastereoselective synthesis of pyrrolo[3,2,1-jk]carbazoles via a radical-triggered multicomponent bicyclization reaction starting from readily available indole-tethered 1,6-enynes and α-benzyl-α-bromomalonates under mild conditions. This approach exhibits wide substrate compatibility excellent tolerability toward various functional groups boasts benefit efficient ring formation chemical bond creation.
Language: Английский
Citations
6
Chemical Communications, Journal Year: 2023, Volume and Issue: 59(43), P. 6584 - 6587
Published: Jan. 1, 2023
We synthesized tetrasubstituted olefins regioselectively and stereoselectively from ynamides internal alkynes with sulfonyl iodides under blue LEDs in few minutes. The key features are being metal-free, easy to handle, simple, broad scope, environmentally friendly. Furthermore, a gram-scale experiment was conducted, the corresponding sulfonyl-iodinated products were smoothly altered into various other products.
Language: Английский
Citations
15
Chemistry - A European Journal, Journal Year: 2023, Volume and Issue: 29(44)
Published: May 26, 2023
Cross-pinacol coupling of two different carbonyl compounds was achieved through successive one-electron transfer processes under photocatalytic conditions. In the reaction, an umpoled anionic carbinol synthon generated in situ to react nucleophilically with a second electrophilic compound. It revealed that CO2 additive promoted generation suppress undesired radical dimerization. A wide variety aromatic and aliphatic substrates underwent cross-pinacol afford corresponding unsymmetric vicinal 1,2-diols, which even combination reactants similar structures such as aldehydes ketones were also well tolerated high cross-coupling selectivity.
Language: Английский
Citations
14
Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(7), P. 1012 - 1019
Published: March 7, 2023
Abstract We have developed photoinduced sulfonyl radical‐triggered cyclization of 1,6‐dynes without metals, oxidants, or additives. During the reaction, three new bonds are formed (−SO 2 −C, C−C, and C−I/C−Se−) under mild conditions, with excellent selectivity. The conversion is temporally atomically economical easy to handle even on a gram scale. Detailed mechanistic studies showed that reaction proceeds via radical pathway. Subsequent synthetic transformations products produced various substituted compounds. Importantly, we observed an unprecedented selective C−C single bond cleavage boronic acid insertion Suzuki conditions. magnified image
Language: Английский
Citations
13
The Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 87(19), P. 12877 - 12889
Published: Sept. 8, 2022
We report the visible-light-induced Ph3P/LiI-promoted intermolecular cascade trifluoromethyl radical addition/5-exo-dig cyclization/iodination of 1,6-enynes with Togni's reagent using LiI as iodine source without need transition metal, oxidant, and base. This reaction promises to be a useful method for preparation trifluoromethyl-substituted vinyl C-I bond-containing pyrrolidines benzofuran products good regioselectivity functional-group tolerance under ambient conditions.
Language: Английский
Citations
16