Photoredox/Bismuth Relay Catalysis Enabling Reductive Alkylation of Nitroarenes with Aldehydes DOI

Jinlian Li,

Xing Chen,

Shenxia Xie

и другие.

Chemistry - A European Journal, Год журнала: 2024, Номер 30(40)

Опубликована: Май 13, 2024

The effective transition metal-free photoredox/bismuth dual catalytic reductive dialkylation of nitroarenes with benzaldehydes has been reported. nitroarene reduction through visible light-driven photoredox catalysis was integrated subsequent anilines under bismuth to enable the cascade alkylation carbonyls. Salient features this relay system include mild reaction conditions, no requirement for metal catalysts, easy handling, step-economy, and high selectivity.

Язык: Английский

Synthesis of Phenol–Pyridinium Salts Enabled by Tandem Electron Donor–Acceptor Complexation and Iridium Photocatalysis DOI
Matthew C. Carson, C. Liu, Marisa C. Kozlowski

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(5), С. 3419 - 3429

Опубликована: Фев. 16, 2024

Herein, we describe a dual photocatalytic system to synthesize phenol–pyridinium salts using visible light. Utilizing both electron donor–acceptor (EDA) complex and iridium(III) cycles, the C–N cross-coupling of unprotected phenols pyridines proceeds in presence oxygen furnish pyridinium salts. Photocatalytic generation phenoxyl radical cations also enabled nucleophilic aromatic substitution (SNAr) fluorophenol with an electron-poor pyridine. Spectroscopic experiments were conducted probe mechanism reaction selectivity. The unique reactivity these displayed several derivatization reactions, providing rapid access diverse chemical space.

Язык: Английский

Процитировано

7

Condensation of carboxylic acids with amines using the Boc2O/DMAP system under solvent-free conditions DOI
Mourad Boukachabia, Mounia Merabet‐Khelassi, Olivier Riant

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

We have developed an efficient solvent-free protocol for amide bond formation using Boc 2 O/DMAP, involving the in situ generation of a mixed anhydride and proceeding via sequential mechanism.

Язык: Английский

Процитировано

1

Water-promoted defluorinative synthesis of fluoroalkylated 1,5-diazapentadienes by using (NH4)2CO3 as an NH2 and NH source DOI
Wei Han, Yulan Chen,

Xi Tang

и другие.

Green Chemistry, Год журнала: 2023, Номер 25(23), С. 9672 - 9679

Опубликована: Янв. 1, 2023

A H 2 O-promoted and (NH 4 ) CO 3 -enabled defluoroiminization reaction of fluoroalkyl alkenes for the synthesis fluoroalkylated 1,5-diazapentadienes has been developed.

Язык: Английский

Процитировано

17

Synthesis of Chiral N-Free Sulfinamides by Asymmetric Condensation of Stable Sulfinates and Ammonium Salts DOI
Qin Xiong,

Minghong Liao,

Gangyu Wang

и другие.

Chemical Communications, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

An organocatalytic approach using stable, cost-effective ammonium salts for asymmetric sulfinylation, achieving a broad range of enantioenriched sulfinamides was disclosed.

Язык: Английский

Процитировано

0

Enantiospecific Synthesis of α-Tertiary Amines: Ruthenium-Catalyzed Allylic Amination with Aqueous Ammonia DOI
Sven M. Papidocha, Henrik R. Wilke, Kacper J. Patej

и другие.

Journal of the American Chemical Society, Год журнала: 2025, Номер unknown

Опубликована: Март 27, 2025

Ammonia stands out as the most available, cost-effective, and atom-economical source of nitrogen for organic synthesis. In laboratory, it is safely conveniently handled in aqueous solution. Despite advantages, direct application ammonia field transition-metal catalysis remains a significant challenge. this study, we report first ruthenium-catalyzed allylic substitution using ammonia. The catalytic system, consisting [Cp*Ru(MeCN)3]PF6 phenoxythiazoline ligand, enables enantiospecific amination tertiary carbonates media affords enantioenriched primary amines single regioisomers high yields.

Язык: Английский

Процитировано

0

Ammonium Salts as Convenient Ammonia Surrogates in the Willgerodt Reaction DOI
Evgeniy A. Kvetkin, Andrey V. Sokolov

Russian Journal of Organic Chemistry, Год журнала: 2025, Номер 61(3), С. 561 - 566

Опубликована: Март 1, 2025

Язык: Английский

Процитировано

0

One-Pot Three-Component Coupling of Arylhydrazines with Aryl Aldehydes to Access the Triarylmethane Scaffold DOI

Dong Wang,

Mingxia Liu,

Shuo Zhang

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Май 8, 2025

We herein report a one-pot, three-component coupling of arylhydrazine HCl salts with aryl aldehydes to synthesize triarylmethane scaffold. This reaction proceeds under simple, mild, and practical conditions without the need for an additional Bro̷nsted or Lewis acid additive, accommodating broad substrate scope good excellent yields. Furthermore, this methodology can be scaled up allows access diverse range derivatives. Mechanistic studies suggest that in situ formed hydrazone intermediate is essential high efficiency selectivity transformation.

Язык: Английский

Процитировано

0

Cu-Catalyzed Coupling of Aryl Halides Utilizing Ammonia and Hydroxypicolinamide Ligands DOI
David J. Bernhardson,

Ian Hotham,

Liam S. Sharninghausen

и другие.

Organic Process Research & Development, Год журнала: 2025, Номер unknown

Опубликована: Май 15, 2025

Язык: Английский

Процитировано

0

Two-step synthesis of vicinal trifluoromethyl primary amines from α-(trifluoromethyl)styrenes and phthalimide DOI

Ying Liu,

Jia‐Qi Huang,

Zhudi Sun

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(23), С. 4641 - 4646

Опубликована: Янв. 1, 2024

A novel two-step synthesis of β-trifluoromethyl primary amines from readily available α-(trifluoromethyl)styrenes and phthalimide is developed. The first step involves a hydroamination between (PhthNH) with the assistance base. Next, hydrazinolysis resulting

Язык: Английский

Процитировано

2

Primary Allylic Amine Synthesis via Pd-Catalyzed Direct Amination of Allylic Alcohols with Ammonium Acetate DOI

Shunsuke KATAOKA,

Hiroyuki Morimoto, Takashi Ohshima

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(15), С. 10693 - 10697

Опубликована: Июль 15, 2024

Pd/DPEphos-catalyzed direct amination of allylic alcohols with readily available ammonium acetate as a nitrogen source provides access to convenient and scalable syntheses primary amines high monoallylation selectivity. Mechanistic studies revealed that functions Brønsted acid activate the hydroxyl groups inhibit overreaction.

Язык: Английский

Процитировано

1