Visible Light Promoted Metal and Oxidant-Free Stereoselective Synthesis of Functionalized Succinimides from Aza-1,6-Enynes DOI Creative Commons

Shivam A. Meena,

Deepika Thakur,

D. K. Panda

et al.

RSC Sustainability, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 17, 2024

An operationally simple and visible light promoted approach has been developed for synthesizing diversely functionalized succinimides under transition-metal oxidant-free conditions in PEG-400.

Language: Английский

Visible photons as ideal reagents for the activation of coloured organic compounds DOI Creative Commons
Lorenzo Di Terlizzi, Luca Nicchio,

Stefano Protti

et al.

Chemical Society Reviews, Journal Year: 2024, Volume and Issue: 53(10), P. 4926 - 4975

Published: Jan. 1, 2024

In search for the perfect wave(length). This review is dedicated to recent efforts in development of visible light driven photochemical strategies occurring coloured organic compounds.

Language: Английский

Citations

12

Recent advances on electrochemical generation of sulfonyl radical triggered cyclization of alkene/alkynes DOI

Jiaqing Shao,

Jiang Liu, Haibo Mei

et al.

Tetrahedron, Journal Year: 2025, Volume and Issue: 173, P. 134467 - 134467

Published: Jan. 12, 2025

Language: Английский

Citations

1

Recent advances in the dichalcogenation reactions of unsaturated compounds via double functionalization DOI
Chang‐Sheng Wang,

Yuan Xu,

Yiliang Zhou

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(19), P. 4972 - 5027

Published: Jan. 1, 2023

This review comprehensively summarizes the dichalcogenative functionalization of unsaturated compounds over past decade. The scopes, limitations and detailed reaction mechanisms are also discussed.

Language: Английский

Citations

20

Light-mediated sulfonyl-iodination of ynamides and internal alkynes DOI
Mohana Reddy Mutra, Jing Li, Jeh‐Jeng Wang

et al.

Chemical Communications, Journal Year: 2023, Volume and Issue: 59(43), P. 6584 - 6587

Published: Jan. 1, 2023

We synthesized tetrasubstituted olefins regioselectively and stereoselectively from ynamides internal alkynes with sulfonyl iodides under blue LEDs in few minutes. The key features are being metal-free, easy to handle, simple, broad scope, environmentally friendly. Furthermore, a gram-scale experiment was conducted, the corresponding sulfonyl-iodinated products were smoothly altered into various other products.

Language: Английский

Citations

15

Photochemical aerobic sulfonylation–cyclization–selenylation to indole-fused medium-sized N-heterocycles in 2-Me-THF DOI

Tongtong Shi,

Miao Tian,

Zongfei Sun

et al.

Chemical Communications, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

We report a novel visible-light-induced sulfonylation cyclization and aerobic selenylation reaction for the rapid construction of highly functionalized indole-fused medium-sized diazepinones with biomass feedstock 2-Me-THF as medium.

Language: Английский

Citations

0

Pd-Catalyzed Selective Arylative Cascade Cyclization of 1,6-Diynes and Dibenzoxaborins for Fused Naphthalene Derivatives DOI

Muniganti Naveen Kumar,

Sriram Mahesh,

Jagadeesh Babu Nanubolu

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 10, 2025

A palladium-catalyzed new mode of cascade arylative cyclization 1,6-diynes is disclosed using dibenzoxaborin as an arylating agent featuring transmetalation and selective migratory insertion the key steps. This process enables efficient construction polysubstituted fused naphthalene skeletons via formation three C-C bonds through dual regioselectivity in both arylation well C-H functionalization. Some control experiments kinetic isotope effect (KIE) studies were conducted to elucidate reaction mechanism, some product diversifications achieved showcase synthetic potential.

Language: Английский

Citations

0

Selenosulfones, a Meetup of Chalcogens: A Journey Into Their Recent Chemistry DOI Creative Commons
Luana Bagnoli, Ornelio Rosati, Francesca Marini

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(23)

Published: April 25, 2024

Abstract A mini review focused on the chemistry of selenosulfones reported since 2019 is here presented. Initially, methods aimed to preparation such moiety are discussed. Successively 1,2‐, 1,3‐, 1,4‐ and 1,7‐addition reactions C−C single multiple bonds illustrated. The forth chapter focuses electrophilic aromatic substitutions. fifth deals with C−H functionalizations while sixth one shows aryl diazonium salts or its precursors. radical coupling redox active reagents, subject section seventh. Selenosulfones challenged in nucleophilic substitutions phosphorus‐containing compounds shown eight nine followed by conclusions perspectives section.

Language: Английский

Citations

2

Green and rapid acid-catalyzed ynamide skeletal rearrangement and stereospecific functionalization with anisole derivatives DOI
Mohana Reddy Mutra,

T. L. Chandana,

Yun-Jou Wang

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(20), P. 8124 - 8133

Published: Jan. 1, 2023

Environmentally friendly acid-catalyzed 2-alkynyl-ynamides (N–Csp) bond cleavage, alkyne migration and stereospecific functionalization with anisole derivatives for the synthesis of challenging indole scaffolds in 5–10 minutes.

Language: Английский

Citations

6

Recent Developments in C‐S, C‐Se Bond Formation via Three‐Component Reactions of Alkynes DOI Open Access
Zhan‐Yong Wang, Guipeng Feng, Xiaoying Jiang

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(46)

Published: Aug. 28, 2024

Abstract Alkynes are valuable building blocks in organic synthesis. They can undergo three‐component difunctionalization to create sulfur or selenium‐containing compounds. Three‐component reactions of alkynes atom economic, practical and regioselective. This review will disscuss decade developments, including C−S C−Se bond formation via thiolation, sulfonylation selenylation. Recent developments be mainly categorized into three types. (1) Radical C−S/S−Se is a hot topic. Reactions initiated by S/Se radicals other exhibit two types selectivities. Photochemical electrochemical under eco‐friendly conditions have been increasingly reported. (2) Some transformations involve electrophilic three‐membered ring intermediates. Thiiraniums, seleniraniums, iodoniums among the most prevalent species. ring‐opening various nucleophiles participate tandem reactions. (3) Metal‐catalyzed reactions, classic category, also discussed text. In following section, we provide an overview based on mechanisms substrates. The roles added reagents discussed.

Language: Английский

Citations

1

Radical relay strategy for the construction of alkylsulfonated indolo[2,1-a]isoquinoline-6(5H)-ones via SO2 insertion/Smiles rearrangement DOI

Si‐Wei Tian,

Long‐Jin Zhong, Jian‐Hong Fan

et al.

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

Published: Jan. 1, 2024

A new radical relay approach for the efficient construction of alkylsulfonated indolo[2,1- a ]isoquinoline-6(5 H )-ones in moderate to good yields under mild conditions via SO 2 insertion/Smiles rearrangement/intramolecular cyclization is developed.

Language: Английский

Citations

1