Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(10), С. 2884 - 2890
Опубликована: Янв. 1, 2024
Here, an unprecedented one-step modular construction of C 2 -symmetric N-PACs through reduction/aza-6π electrocyclization was reported and the resultant N-PAC could be converted into a powerful organic photocatalyst.
Язык: Английский
ACS Catalysis, Год журнала: 2023, Номер 13(3), С. 1678 - 1685
Опубликована: Янв. 13, 2023
We report a photoinduced iron/copper dual-catalytic strategy for the radical decarboxylation functionalization of aliphatic carboxylic acids. The ligand-to-iron charge transfer process under light was initially occurred to generate an unstabilized alkyl radical, and copper catalyst delivered enabled subsequent coupling reactions form C–N or C–C bonds. By merging iron-catalyzed with catalysis, this system allows smooth conversion wide range acids amination, decarboxylative dehydrogenation, alkylation efficiently. A variety complex drug natural molecules is applicable, suggesting that would facilitate rapid compound library synthesis benefit discovery pharmaceutical agents.
Язык: Английский
Процитировано
67
Chinese Chemical Letters, Год журнала: 2024, Номер 35(9), С. 109517 - 109517
Опубликована: Янв. 21, 2024
Язык: Английский
Процитировано
36
Chemical Science, Год журнала: 2022, Номер 13(45), С. 13611 - 13616
Опубликована: Янв. 1, 2022
Sulfoximines are synthetically important scaffolds and serve roles in drug discovery. Currently, there is no solution to decarboxylative sulfoximination of benzoic acids; although thoroughly investigated, limited substrate scope harsh reaction conditions still hold back traditional thermal aromatic functionalization. Herein, we realize the first acids via photo-induced ligand copper charge transfer (copper-LMCT)-enabled carbometalation. The transformation proceeds under mild conditions, has a broad scope, can be applied late-stage functionalization complex small molecules.
Язык: Английский
Процитировано
45
Organic Letters, Год журнала: 2024, Номер 26(12), С. 2381 - 2386
Опубликована: Март 15, 2024
Organic sulfones are an important class of chemical compounds widely used in many research fields. The direct decarboxylative sulfonylation carboxylic acids is attractive but challenging, particularly when iron as a metal catalyst. Herein, we describe photoinduced iron-catalytic method for the synthesis directly using via radical-based decarboxylation. This protocol mild, highly efficient, and easy-to-operate. A broad scope carbon electrophiles could be well tolerated. mechanism involving iron-catalyzed decarboxylation, radical transfer, single-electron reduction, nucleophilic attack proposed.
Язык: Английский
Процитировано
15
Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(9), С. 2638 - 2664
Опубликована: Янв. 1, 2024
This review describes the recent advances in different reaction types and catalytic systems for construction of C–NAr S–NAr bonds by nitroaromatic reductive cross-coupling.
Язык: Английский
Процитировано
12
Chemical Communications, Год журнала: 2023, Номер 59(19), С. 2771 - 2774
Опубликована: Янв. 1, 2023
A direct dehydrogenative amidation reaction of aldehydes and amines under a visible light mediated ligand-to-metal charge transfer (LMCT) process was described. In this protocol, aldehyde substrates were activated by photoinduced hydrogen atom abstraction (HAA), generating acyl chloride intermediates followed nucleophilic addition amines. The synthetic method furnishes good functional group tolerance broad substrate scope toward both aliphatic aromatic components.
Язык: Английский
Процитировано
22
Organic Letters, Год журнала: 2023, Номер 26(1), С. 416 - 420
Опубликована: Дек. 31, 2023
A reductive amidation of triazine esters with nitroarenes by using cheap iron as a reducing metal in the presence TMSCl DMF was developed. The reactions proceeded efficiently under transition metal-free conditions to give corresponding amides moderate good yields functional group compatibility. Preliminary mechanistic investigations indicated that nitrosobenzene, N-phenyl hydroxylamine, azoxybenzene, azobenzene, aniline, and N-arylformamide possibly served intermediates reaction.
Язык: Английский
Процитировано
18
Organic Letters, Год журнала: 2023, Номер 25(24), С. 4592 - 4597
Опубликована: Июнь 12, 2023
A fully catalytic nickel-photoredox process for the direct amidation of aldehydes with nitroarenes was developed. In this system, and were catalytically activated by photocatalytic cycle without addition an additional reductant or oxidants, which facilitated Ni-mediated cross-coupling C-N bond under mild conditions. preliminary mechanistic study indicates a reaction pathway in nitrobenzene is directly reduced to aniline as nitrogen source.
Язык: Английский
Процитировано
16
Green Chemistry, Год журнала: 2023, Номер 25(14), С. 5735 - 5740
Опубликована: Янв. 1, 2023
An unprecedented straightforward reductive amidation of chloroalkanes with nitroarenes was readily accomplished by merging iron catalysis visible-light photoredox catalysis.
Язык: Английский
Процитировано
15
Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(7), С. 1595 - 1605
Опубликована: Фев. 3, 2024
Abstract Herein, we present a photoinduced deconstructive alkoxyamination of alkyl alcohols catalyzed by iron salts. This transformation involves the initiation alkoxy radicals through chlorine radical‐induced radical formation, followed β ‐scission and trapping resulting carbon with 2,2,6,6‐tetramethylpiperidin‐1‐yl (TEMPO). reaction exhibits broad substrate scope (40 examples), including primary secondary that are prone to oxidation combination TEMPO iron. Mechanistic investigations have revealed enhanced coordination chloride ion center inhibits OH process, thereby enabling tolerance alcohols.
Язык: Английский
Процитировано
6