Novel transition metal-free synthetic protocols toward the construction of 2,3-dihydrobenzofurans: a recent update DOI Creative Commons
Aqsa Mushtaq, Muhammad Irfan, Atta ul Haq

et al.

Frontiers in Chemistry, Journal Year: 2024, Volume and Issue: 12

Published: Dec. 13, 2024

2,3-Dihydrobenzofurans are noteworthy scaffolds in organic and medicinal chemistry, constituting the structural framework of many varied medicinally active compounds. Moreover, a diverse variety biologically potent natural products also contain this heterocyclic nucleus. Reflecting on wide biological substantiality dihydrobenzofurans, several innovative facile synthetic developments evolving to achieve these heterocycles. This review summarizes transition-metal-free, efficient, novel pathways toward constructing dihydrobenzofuran nucleus established after 2020.

Language: Английский

Visible-Light-Catalyzed Tandem Radical Addition/1,5-Hydrogen Atom Transfer/Cyclization of 2-Alkynylarylethers with Sulfonyl Chlorides DOI
Long Li,

Jiao‐Zhe Li,

Yong-Bin Sun

et al.

Organic Letters, Journal Year: 2022, Volume and Issue: 24(25), P. 4704 - 4709

Published: June 20, 2022

A novel visible-light-catalyzed tandem radical addition/1,5-hydrogen atom transfer/cyclization cascade of 2-alkynylarylethers with sulfonyl chlorides in 2-methyltetrahydrofuran was developed under photocatalyst- and additive-free conditions. This reaction relies on unique energy transfer solvent-radical relay strategies to generate radicals for the preparation a series sulfonyl-functionalized dihydrobenzofurans moderate high yields catalyzed by visible light or solar radiation.

Language: Английский

Citations

54

Photocatalyst-free H2O-regulated and regiodivergent multicomponent hydrogenation/bifunctional sulfonylation of alkynes DOI
Jie Sun,

Chaodong Wang,

Chunlei Wu

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(6), P. 3301 - 3307

Published: Jan. 1, 2024

An efficient multicomponent reaction for the preparation of vinyl sulfone was achieved by hydrogenation/bifunctional sulfonylation alkynyl esters with N- allyl bromodifluoroacetamide, DABSO, and H 2 O under visible-light-only conditions.

Language: Английский

Citations

11

Recent Advances in Green Multi-Component Reactions for Heterocyclic Compound Construction DOI
Xinwei Shen, Gang Hong, Limin Wang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

This review highlights the recent advances in multi-component reactions for synthesizing heterocyclic compounds via green approaches including photoredox catalysis, electrochemical activation, catalyst-free methods and use of water as sole solvent.

Language: Английский

Citations

1

Photocatalytic Bicyclization of Indole-Tethered 1,6-Enynes for Diastereoselective Synthesis of Pyrrolo[3,2,1-jk]carbazoles DOI
Hang‐Dong Zuo, Xi Chen,

Ya‐Yu Yuan

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(18), P. 3810 - 3815

Published: April 28, 2024

A visible-light-driven photocatalytic protocol is established for the diastereoselective synthesis of pyrrolo[3,2,1-jk]carbazoles via a radical-triggered multicomponent bicyclization reaction starting from readily available indole-tethered 1,6-enynes and α-benzyl-α-bromomalonates under mild conditions. This approach exhibits wide substrate compatibility excellent tolerability toward various functional groups boasts benefit efficient ring formation chemical bond creation.

Language: Английский

Citations

6

Recent advancements in metal‐catalyst‐free multicomponent radical sulfonylation of alkynes DOI
Rongnan Yi, Qiang Li, Hongxin Liu

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(43)

Published: June 4, 2024

Vinyl sulfones are crucial building blocks in synthetic chemistry and core structural units of pharmaceutically active molecules, thus extensive investigations have been conducted on the construction these skeletons. In contrast to classical approaches, radical sulfonylation alkynes for producing vinyl has garnered considerable interest because its mild conditions high efficiency. Radical sulfonation typically begins with sulfonyl attacking alkynes, followed by further functionalization. Moreover, association metal-catalyst-free systems multicomponent reactions (MCRs) offers an environmentally friendly pathway efficiently constructing complex scaffolds from readily available partners. However, there is no comprehensive review summarizing advancements alkynes. Hence, we provide a categorical overview based objects (hydrosulfonylation, carbosulfonylation, aminosulfonylation, oxysulfonylation, sulfosulfonylation, selenosulfonylation, iodosulfonylation), along interpretations reaction mechanisms.

Language: Английский

Citations

5

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

Photoredox-Mediated Radical Addition/Cyclization To Construct Benzannulated 6,5-Spiroketal Glycosides DOI
Chen Li, Shouyun Yu

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 30, 2025

We herein present a green and mild photoredox strategy for constructing framework of benzannulated 6,5-spiroketal glycosides. This method employs various O-arylacetylene glycosides aryl ketone acids as the starting materials, facilitating rapid straightforward synthesis with up to 92% yields under catalytic conditions. efficient approach has potential significantly enhance molecular library carbohydrate-based pharmaceuticals.

Language: Английский

Citations

0

Light‐Induced Domino and Multicomponent Reactions: How to Reach Molecular Complexity without a Catalyst DOI Creative Commons
Polyssena Renzi, Jacopo Scarfiello, Alberto Lanfranco

et al.

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: unknown

Published: Aug. 31, 2023

Abstract Achieving high molecular complexity can be not trivial, but the exploitation of domino reactions provides an atom‐ and step‐economical method to reach this target. Over past decades, a lot efforts have been put on development photocatalytic cascades employing both metal‐based purely organic catalysts. Despite effectiveness these protocols, catalyst‐ additive‐free light‐induced are gaining momentum thank their efficiency, operational simplicity sustainability. The increasing number papers published field in last years is proof appeal transformations. In Review, we discuss multicomponent mediated by light with focus photocatalyst‐ processes. most recent advances synthesis complex nitrogen‐, oxygen‐, sulphur‐ selenium‐heterocycles together analysed emphasis experimental mechanistic studies.

Language: Английский

Citations

10

Recent Advances in Photoinduced Radical Cascade Cyclizations Enabling Five-Membered N-Heterocycle Formation DOI

Min Gu,

Yanzhen Li, Yujie Cao

et al.

Topics in heterocyclic chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Language: Английский

Citations

0

Copper‐Catalyzed Multicomponent Oxysulfonylation of Alkenes with Cyclobutanone Oxime Esters and Hydroxamic Acids via the Insertion of Sulfur Dioxide DOI
Nengneng Zhou,

Qiankun Xu,

Ziqin Xia

et al.

Advanced Synthesis & Catalysis, Journal Year: 2022, Volume and Issue: 364(23), P. 4020 - 4025

Published: Oct. 21, 2022

Abstract A copper‐catalyzed multicomponent oxysulfonylation of alkenes with cyclobutanone oxime esters and hydroxamic acids via the insertion sulfur dioxide has been developed. This reaction uses K 2 S O 5 as surrogate in situ generated amidoxyl radical interceptor, thus providing a direct approach to β‐amidoxy sulfones 35–90% yields. Mechanistic studies revealed that radical‐radical coupling alkyl might be involved this transformation. magnified image

Language: Английский

Citations

13