Synthesis of succinyldiamides containing all-quaternary carbon center by photo-induced amidation/smiles rearrangement of alkenes DOI
Yuyu Dai, Wei Niu, Jiapeng Huang

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Дек. 23, 2024

A novel, mild, and environmentally friendly method was developed for the synthesis of quaternary-carbon-containing succinyldiamides. This found to be compatible with many substrates.

Язык: Английский

Silylation and (Hetero)aryl/alkenylation of Unactivated Alkenes via Radical-Mediated Distal 1,4-Migration with Hydrosilanes under Organophotocatalysis DOI
Ting Wang, Lu Chen, Yuanyuan Liu

и другие.

Organic Letters, Год журнала: 2024, Номер 26(21), С. 4526 - 4531

Опубликована: Май 18, 2024

We report a novel organic photoredox catalysis to achieve unprecedented γ-(hetero)aryl/alkenyl-δ-silyl aliphatic amines via silyl-mediated distal (hetero)aryl/alkenyl migration of aromatic/alkenyl bearing unactivated alkenes with hydrosilanes. This protocol features mild and metal-free reaction conditions, high atom economy, excellent selectivity, functional group compatibility. Mechanistic studies suggest that silylation (hetero)aryl/alkenylation involve hydrogen transfer subsequent 1,4-migration remote from nitrogen carbon.

Язык: Английский

Процитировано

6

Photocatalytic Three-Component Radical Sulfonarylation of Alkenes: Preparation of γ-Keto-Sulfone-Substituted Oxindoles DOI
Fei Chen,

Jun-Ya Guo,

Yunhong Jia

и другие.

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

Опубликована: Март 16, 2025

A photocatalytic radical sulfonarylation of N-arylacrylamides via a three-component cascade cyclopropyl alcohol ring opening/sulfur dioxide insertion/sulfonyl addition/cyclization sequence has been developed. This method employs alcohols as the precursors β-carbonyl alkyl radicals and Na2S2O5 cheap source sulfur dioxide. By using this procedure, wide variety γ-keto-sulfone-substituted oxindoles were facilely synthesized.

Язык: Английский

Процитировано

0

Three-Component Reaction of Cyclopropanols, DABSO, and N-(Sulfonyl)acrylamides: Preparation of Sulfone-Bridged 1,7-Dicarbonyl Compounds DOI
Fei Chen, Li Xiao,

Ke-Ying Liu

и другие.

Organic Letters, Год журнала: 2024, Номер 26(34), С. 7170 - 7175

Опубликована: Авг. 19, 2024

A cascade reaction of cyclopropyl alcohols, DABSO (1,4-diazoniabicyclo[2.2.2]octane-1,4-disulfinate), and N-(sulfonyl)acrylamides has been developed. This tandem process went through a cyclopropanol ring opening Michael addition sequence. The γ-keto sulfinate generated from the between serves as nucleophilic reagent, N-(sulfonyl)acrylamide is used acceptor. By utilizing this strategy, multitudinous sulfone-bridged 1,7-dicarbonyl compounds that contain both β-sulfonyl amide unit sulfone skeleton were conveniently synthesized.

Язык: Английский

Процитировано

3

Stable and Recyclable Copper Nanoclusters with Exposed Active Sites for Broad‐Scope Protosilylation in Open Air DOI
S. P. Wen, Chengkai Zhang, Li‐Juan Liu

и другие.

Angewandte Chemie International Edition, Год журнала: 2024, Номер unknown

Опубликована: Окт. 25, 2024

Abstract Despite recent advances in cluster‐based catalysis for organic synthesis, the substrate scope of reactions catalyzed by metal nanoclusters is typically not superior to previously established catalytic systems. Herein, we develop new atomically precise copper protosilylation, with expanding alkenes and simple enynes that were suitable prior synthetic methodologies traditional complexes. The involvement a second center kernel during migratory insertion step thought be responsible expanded scope. In addition, reaction highly compatible water can carried out open air rather than under inert gas protection. Mechanistic studies suggest cluster‐catalyzed protosilylation proceeds absence silyl radicals. current findings demonstrate potential using practical sustainable chemical synthesis.

Язык: Английский

Процитировано

3

Organic Photoredox-Catalyzed Hydrosilylation of Vinylboronic Esters for the Synthesis of Geminal and Vicinal Borosilanes DOI
Yue Zhang, Ting Wang, Yuanyuan Liu

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(22), С. 16463 - 16472

Опубликована: Окт. 24, 2024

Geminal and vicinal borosilanes have unique applications in functional materials synthetic transformations. Herein, a convenient method for the synthesis of geminal is developed via photoredox metal-free hydrosilylation vinylboronic esters. This strategy features advantages high atom economy, environmental friendliness, excellent group compatibility. The mechanism studies reveal that catalytic reaction goes through HAT catalysis radical addition pathway.

Язык: Английский

Процитировано

1

Silyl Radical‐Participated Silylfunctionalization of Alkenes and Alkynes DOI Open Access
Zheng Yang, Yixin Zhu, Yinan Zhang

и другие.

European Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 1, 2024

Abstract Alkenes and alkynes are inexpensive readily available basic chemicals. Silyl radical‐participated silylation of alkenes provides a powerful tool for the direct construction organosilicon compounds. Compared to hydrosilylation reactions, silylfunctionalization reactions more attractive advantageous in building diverse compounds, which has led their becoming research focus organic synthesis. Herein, we provide comprehensive overview recent advances silyl alkynes.

Язык: Английский

Процитировано

1

Stable and Recyclable Copper Nanoclusters with Exposed Active Sites for Broad‐Scope Protosilylation in Open Air DOI
S. P. Wen, Chengkai Zhang, Li‐Juan Liu

и другие.

Angewandte Chemie, Год журнала: 2024, Номер unknown

Опубликована: Окт. 25, 2024

Abstract Despite recent advances in cluster‐based catalysis for organic synthesis, the substrate scope of reactions catalyzed by metal nanoclusters is typically not superior to previously established catalytic systems. Herein, we develop new atomically precise copper protosilylation, with expanding alkenes and simple enynes that were suitable prior synthetic methodologies traditional complexes. The involvement a second center kernel during migratory insertion step thought be responsible expanded scope. In addition, reaction highly compatible water can carried out open air rather than under inert gas protection. Mechanistic studies suggest cluster‐catalyzed protosilylation proceeds absence silyl radicals. current findings demonstrate potential using practical sustainable chemical synthesis.

Язык: Английский

Процитировано

0

Synthesis of succinyldiamides containing all-quaternary carbon center by photo-induced amidation/smiles rearrangement of alkenes DOI
Yuyu Dai, Wei Niu, Jiapeng Huang

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Дек. 23, 2024

A novel, mild, and environmentally friendly method was developed for the synthesis of quaternary-carbon-containing succinyldiamides. This found to be compatible with many substrates.

Язык: Английский

Процитировано

0