Visible-light-driven catalyst-free C-S cross-coupling of thiol deriva-tives and aryl halides DOI
Zhiqiang Liu, Yansong Hu, Shutao Wang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(45), P. 8967 - 8972

Published: Jan. 1, 2024

A mild, scalable, and high-yielding visible-light-promoted C-S cross-coupling between alkyl thiol derivatives (hetero)aryl halides without the need for metals, ligands, or photocatalysts is reported, offering advantages over traditional bond forming strategies. The formation of an electron donor-acceptor (EDA) complex supported by experimental computational mechanistic studies, which undergoes visible-light-induced charge transfer to initiate in absence a photoredox catalyst.

Language: Английский

Direct C(sp3)-H functionalization with aryl and alkyl radicals as intermolecular hydrogen atom transfer (HAT) agents DOI
Jia‐Lin Tu, Binbin Huang

Chemical Communications, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

Recent years have witnessed the emergence of direct intermolecular C(sp

Language: Английский

Citations

7
Visible-light induced C(sp3)–H arylation of glycine derivatives by cerium catalysis DOI
Shutao Wang,

Yanjie Ye,

Hailong Shen

et al.

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(41), P. 8364 - 8371

Published: Jan. 1, 2023

A Ce(III)-catalyzed, visible-light induced aerobic oxidative dehydrogenative coupling reaction between glycine derivatives and electron-rich arenes is disclosed. The protocol proceeds efficiently under mild conditions, providing an efficient method for the rapid synthesis of α-arylglycine without need external photosensitizer additional oxidant. Moreover, this could be performed on a 5 mmol scale, obvious reduction efficiency.

Language: Английский

Citations

11
DFT study of electron donor-acceptor (EDA) complexes: mechanism exploration and theoretical prediction DOI
Zhao Liu, Shutao Wang, Zhiqiang Liu

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(38), P. 7834 - 7840

Published: Jan. 1, 2024

Organic synthesis methods initiated by visible light have received increasing attention from synthetic chemists. Reactions EDA complexes do not require the use of toxic or expensive photoredox catalysts, unlike traditional photoreaction processes. However, this kind reaction requires a particular structure for substrate, so it is important to study detailed and systematic mechanism its design. substituted 1

Language: Английский

Citations

3
Direct annulation between glycine derivatives and thiiranes through photoredox/iron cooperative catalysis DOI
Shutao Wang, Yuan Gao, Yansong Hu

et al.

Chemical Communications, Journal Year: 2023, Volume and Issue: 59(85), P. 12783 - 12786

Published: Jan. 1, 2023

A visible-light-induced aerobic oxidative [2+3] cycloaddition reaction between glycine derivatives and thiiranes is achieved via a cooperative photoredox catalysis iron catalysis.

Language: Английский

Citations

8
Visible-Light-Driven α-C(sp3)–H Bond Functionalization of Glycine Derivatives DOI Open Access

Yao Tian,

Xiubin Bu,

Yuanrui Chen

et al.

Catalysts, Journal Year: 2023, Volume and Issue: 13(12), P. 1502 - 1502

Published: Dec. 8, 2023

The glycine motif is widely prevalent in bioactive peptides. Thus, the direct and precise modification of derivatives has attracted significant attention over past few decades. Among various protocols for derivatives, visible-light-driven α-C(sp3)–H bond functionalization emerged as a powerful tool to achieve this objective, owing its merits atom economy, selectivity, reaction simplicity, sustainability. This review summarizes recent advancements derivatives. contents are organized based on photocatalysts employed modes process. mechanism, challenges encountered, future trends also discussed, enabling readers understand current developmental status field.

Language: Английский

Citations

4
Triphenylamine-Based Ordered Mesoporous Polymer as a Metal-Free Photocatalyst for Oxidation of Thiols to Disulfide DOI Open Access

Jiyu Liu,

Shengyu Li, Kuan Chen

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 44(2), P. 605 - 605

Published: Jan. 1, 2024

Language: Английский

Citations

1
Electrochemistry-Enabled 2,2,6,6-Tetramethylpiperidoxyl (TEMPO)-Mediated Oxidative Dehydrogenation Povarov/Tandem Reactions of Glycine Derivatives DOI

Zhang-Jian Li,

Zhen‐Hua Wang, Jianfeng Guo

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 44(3), P. 940 - 940

Published: Jan. 1, 2024

Language: Английский

Citations

1
Benzothiadiazole‐Based Ordered Mesoporous Polymer as a Versatile, Metal‐Free Heterogeneous Photocatalyst DOI
Jiyu Liu, Yin Zhu, Shengyu Li

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: unknown

Published: July 15, 2024

Visible-light active heterogeneous organophotocatalysts have recently gained considerable interest in organic synthetic community. Ordered mesoporous polymers (OMPs) are highly promising as alternative to traditional precious metal/organic dyes-based photocatalysts. Herein, we report the preparation of a benzothiadiazole functionalized OMPs (BT-MPs) through "bottom-up" strategy. High ordered periodic porosity, large surface area, excellent stability and rational energy-band structures guarantee high catalytic activity BT-MPs. As result, at least six conversions, e. g., [3+2] cycloaddition phenols with olefins, selective oxidation sulfides, C-3 thiocyanation indole aminothiocyanation β-keto ester, could be promoted smoothly by In addition, BT-MPs was readily recovered well maintaining its photocatalytic reused for eight times. This study highlights potential exploiting photoactive recyclable, robust metal-free

Language: Английский

Citations

1
DFT study of electron donor-acceptor (EDA) complexes of 1H-indole and benzyl bromide derivatives: mechanism exploration and theoretical prediction DOI Creative Commons
Zhao Liu, Shutao Wang, Zhiqiang Liu

et al.

Research Square (Research Square), Journal Year: 2024, Volume and Issue: unknown

Published: April 11, 2024

Abstract Organic synthesis methods initiated by visible light have received increasing attention from synthetic chemists. Reactions EDA complexes do not require the use of toxic or expensive photoredox catalysts compared to traditional photoreaction processes. However, this kind reaction requires structure substrate, so it is important study detailed and systematic mechanism for its design. The substituted 1 H-indole benzyl bromide derivatives were studied density functional theory (DFT). difference between with substituents different kinds locations theoretical new complex was predicted.

Language: Английский

Citations

0
Visible-light-driven catalyst-free C-S cross-coupling of thiol deriva-tives and aryl halides DOI
Zhiqiang Liu, Yansong Hu, Shutao Wang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(45), P. 8967 - 8972

Published: Jan. 1, 2024

A mild, scalable, and high-yielding visible-light-promoted C-S cross-coupling between alkyl thiol derivatives (hetero)aryl halides without the need for metals, ligands, or photocatalysts is reported, offering advantages over traditional bond forming strategies. The formation of an electron donor-acceptor (EDA) complex supported by experimental computational mechanistic studies, which undergoes visible-light-induced charge transfer to initiate in absence a photoredox catalyst.

Language: Английский

Citations

0