Developments in the Construction of Benzo[b]thiophenes from 2‐Alkynylthioanisoles by Electrophilic and Radical Cyclization Reactions DOI

Tianbo Shang,

Chao Ma, Mengyu Xie

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 1, 2024

Abstract Benzo[ b ]thiophene moieties are important skeletons which have been widely found in many natural products, pharmaceuticals, as well functionalized materials. 2‐Alkynylthioanisoles, a class of bifunctional compounds bearing methylthio and alkynyl groups, easily accessible from Pd‐catalyzed Sonogashira coupling between 2‐halothioanisoles terminal alkynes, employed synthons the construction benzo[b]thiophenes through an electrophilic or radical pathway. This review summarizes related developments with particular focus on reaction mechanism. We hope it will help future research this area believe that discovery new catalytic systems, industrial synthesis benzo[ ]thiophenes 2‐alkynylthioanisoles be achieved soon.

Language: Английский

Sustainable Synthesis through Catalyst‐Free Photoinduced Cascaded Bond Formation DOI
Rosalin Bhanja, Shyamal Kanti Bera, Prasenjit Mal

et al.

Chemistry - An Asian Journal, Journal Year: 2024, Volume and Issue: 19(14)

Published: May 8, 2024

The beginning of photochemical reactions revolutionized synthetic chemistry through sustainable practices. This review explores cutting-edge developments in leveraging light-induced processes for generating cascaded C-C and C-hetero bonds without catalysts. Significantly, catalyst-free photoinduced methodologies have garnered considerable attention, especially the creation varied heterocyclic frameworks drug design synthesis natural products. article delves into underlying mechanisms, addresses limitations, evaluates various methodologies, emphasizing potential photocatalyst transition metal-free to enhance sustainability. Divided two sections, it covers recent strides C-heteroatom multiple bond formation reactions.

Language: Английский

Citations

4
Synthesis of Acylbenzo[b]thiophenes, Benzofurans and Indoles via Intramolecular Oxidative Cyclization Enabled by Photocatalytic Hydrogen Atom Transfer (HAT) DOI Creative Commons

Fen-Dou Wang,

Jin Jiang,

Tiantian Xu

et al.

Tetrahedron Chem, Journal Year: 2025, Volume and Issue: unknown, P. 100119 - 100119

Published: Jan. 1, 2025

An efficient strategy for intramolecular oxidative cyclization of 2-alkynylthioanisoles toward 3-acylbenzo[b]thiophenes by photochemical hydrogen atom transfer catalysis has been developed. 3-Acylbenzo[b]selenophenes, benzofurans and indoles can also be prepared this protocol. This reaction is convenient to perform at room temperature under simple conditions using air as the oxidant. Mechanistic studies revealed that formation α-thioalkyl radicals intermediate crucial.Graphical abstract

Language: Английский

Citations

0
Enhancement of photocatalytic oxidation by water-driven piezoelectricity using MoO3/P(VDF-TrFE) mixed matrix membranes DOI
D. Jiang,

Tingting Wei,

Kai Li

et al.

Colloids and Surfaces A Physicochemical and Engineering Aspects, Journal Year: 2024, Volume and Issue: 688, P. 133620 - 133620

Published: March 2, 2024

Language: Английский

Citations

1
Photoinduced Metal‐Free Decarboxylative Fluoroalkylation of Alkenes for the Synthesis of N‐Arylbutanamides and Oxindoles DOI

Yi‐Gang Ji,

Z. Li,

Yuqing Yang

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(68)

Published: Aug. 28, 2024

The visible light-induced decarboxylative cascade reaction of fluoroalkyl carboxylic acids has been achieved for the efficient synthesis fluorinated compounds. However, most transformations rely on noble iridium metal complex. Herein, a metal-free realized. This protocol features simple operation, transition free, and good functional group tolerance.

Language: Английский

Citations

1
Preparation of Difluoromethylated Benzothiophene by Visible-Light-Mediated Alkyne Difunctionalization Reaction DOI
Dong Zhang, Yu Sun,

G.‐W. WANG

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(18), P. 13367 - 13372

Published: Sept. 6, 2024

An efficient method for the preparation of difluoromethylated benzothiophenes via visible-light-mediated alkyne difunctionalization was developed. In this method, inexpensive sodium difluoromethanesulfinate (HCF

Language: Английский

Citations

1
Developments in the Construction of Benzo[b]thiophenes from 2‐Alkynylthioanisoles by Electrophilic and Radical Cyclization Reactions DOI

Tianbo Shang,

Chao Ma, Mengyu Xie

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 1, 2024

Abstract Benzo[ b ]thiophene moieties are important skeletons which have been widely found in many natural products, pharmaceuticals, as well functionalized materials. 2‐Alkynylthioanisoles, a class of bifunctional compounds bearing methylthio and alkynyl groups, easily accessible from Pd‐catalyzed Sonogashira coupling between 2‐halothioanisoles terminal alkynes, employed synthons the construction benzo[b]thiophenes through an electrophilic or radical pathway. This review summarizes related developments with particular focus on reaction mechanism. We hope it will help future research this area believe that discovery new catalytic systems, industrial synthesis benzo[ ]thiophenes 2‐alkynylthioanisoles be achieved soon.

Language: Английский

Citations

0