Synthesis of unsymmetrical disulfides via the cross-dehydrogenation of thiols DOI Creative Commons

Shangfeng Ren,

Nianhua Luo, Kunming Liu

et al.

Journal of Chemical Research, Journal Year: 2020, Volume and Issue: 45(5-6), P. 365 - 373

Published: July 17, 2020

Organosulfur compounds with unsymmetrical S–S bonds are usually called disulfides and widely used in the biological, medicinal, chemical fields. Their versatility has guided development of various new methods for synthesis disulfides. In recent years, by cross-dehydrogenation thiols attracted much attention due to its high atomic economy. Herein, this review summarizes progress toward under oxidation, electrooxidation, or photocatalysis thiols.

Language: Английский

A metal-free route to alkynyl sulfones under photoinduced conditions with the insertion of sulfur dioxide DOI
Xinxing Gong, Min Yang, Jin‐Biao Liu

et al.

Green Chemistry, Journal Year: 2020, Volume and Issue: 22(6), P. 1906 - 1910

Published: Jan. 1, 2020

A metal-free route to alkynyl sulfones under photoinduced conditions is accomplished, starting from 4-alkyl Hantzsch esters, sulfur dioxide, and bromides visible light irradiation at room temperature.

Language: Английский

Citations

91

Recent advances in the direct β-C(sp2)–H functionalization of enamides DOI

Tong‐Hao Zhu,

Shimin Xie, Pornchai Rojsitthisak

et al.

Organic & Biomolecular Chemistry, Journal Year: 2020, Volume and Issue: 18(8), P. 1504 - 1521

Published: Jan. 1, 2020

Recent advances in the direct β-C(sp2)–H functionalization of enamides, mainly including arylation, alkenylation, alkynylation, alkylation, acylation, sulfonylation, phosphorylation, and others, are reported.

Language: Английский

Citations

70

A copper-catalyzed insertion of sulfur dioxide via radical coupling DOI
Jun Zhang, Min Yang, Jin‐Biao Liu

et al.

Chemical Communications, Journal Year: 2020, Volume and Issue: 56(21), P. 3225 - 3228

Published: Jan. 1, 2020

A copper-catalyzed reaction of O-acyl oximes, DABCO·(SO2)2, and 2H-azirines is developed under mild conditions, leading to diverse tetrasubstituted β-sulfonyl N-unprotected enamines with excellent stereoselectivity regioselectivity.

Language: Английский

Citations

70

Copper-catalyzed synthesis of sulfonamides from nitroarenes via the insertion of sulfur dioxide DOI

Xuefeng Wang,

Min Yang,

Yunyan Kuang

et al.

Chemical Communications, Journal Year: 2020, Volume and Issue: 56(23), P. 3437 - 3440

Published: Jan. 1, 2020

A three-component reaction of arylboronic acids, nitroarenes, and potassium metabisulfite under copper catalysis proceeds smoothly, giving rise to a range sulfonamides in good excellent yields with broad substrate scope.

Language: Английский

Citations

59

Photoinduced synthesis of alkylalkynyl sulfones through a reaction of potassium alkyltrifluoroborates, sulfur dioxide, and alkynyl bromides DOI
Xinxing Gong, Min Yang, Jin‐Biao Liu

et al.

Organic Chemistry Frontiers, Journal Year: 2020, Volume and Issue: 7(7), P. 938 - 943

Published: Jan. 1, 2020

A photoinduced reaction of potassium alkyltrifluoroborates, sodium metabisulfite, and alkynyl bromides under visible light irradiation at room temperature is developed.

Language: Английский

Citations

51

Photoredox‐Catalyzed Functionalization of Alkenes with Thiourea Dioxide: Construction of Alkyl Sulfones or Sulfonamides DOI
Yuewen Li, Jin‐Biao Liu, Fu‐Sheng He

et al.

Chinese Journal of Chemistry, Journal Year: 2020, Volume and Issue: 38(4), P. 361 - 366

Published: Jan. 17, 2020

Summary of main observation and conclusion Sulfonylation alkenes through photoredox‐catalyzed functionalization with thiourea dioxide under visible‐light irradiation is achieved. The reaction alkenes, electrophiles provides a green efficient access to alkyl sulfones sulfonamides. A broad scope presented good functional group compatibility excellent regioselectivity. plausible mechanism involving radical addition process sulfur anion (SO 2 ‐ ) derived from the oxidation 2– proposed, which supported by fluorescence quenching experiments.

Language: Английский

Citations

35

Palladium-Catalyzed C-4 Selective Coupling of 2,4-Dichloropyridines and Synthesis of Pyridine-Based Dyes for Live-Cell Imaging DOI
Min Yang, Jing Chen,

Chen He

et al.

The Journal of Organic Chemistry, Journal Year: 2020, Volume and Issue: 85(10), P. 6498 - 6508

Published: April 24, 2020

An alternative process of Pd-catalyzed C-4 selective coupling 2,4-dichloropyridines with boronic esters was developed, which afforded 24 examples coupled pyridines in moderate to good yields. After further arylation, 21 C-2, diarylated a significant photophysical property were obtained, applied as pyridine-based dyes into live-cell imaging biocompatibility and low toxicity.

Language: Английский

Citations

34

Photoinduced synthesis of 2-sulfonylacetonitriles with the insertion of sulfur dioxide under ultraviolet irradiation DOI

Kaida Zhou,

Jin‐Biao Liu,

Wenlin Xie

et al.

Chemical Communications, Journal Year: 2020, Volume and Issue: 56(17), P. 2554 - 2557

Published: Jan. 1, 2020

Metal-free insertion of sulfur dioxide with aryl/alkyl iodides and 3-azido-2-methylbut-3-en-2-ol under ultraviolet irradiation at room temperature is achieved, giving rise to 2-sulfonylacetonitriles in moderate good yields.

Language: Английский

Citations

33

Strategies and methodologies for the construction of spiro-γ-lactams: an update DOI
Américo J. S. Alves, Nuno G. Alves, Maria I. L. Soares

et al.

Organic Chemistry Frontiers, Journal Year: 2021, Volume and Issue: 8(13), P. 3543 - 3593

Published: Jan. 1, 2021

This review gives an insight into the most recent synthetic methodologies towards spiro-γ-lactams, a class of compounds that are present in wide range bioactive and naturally occurring molecules.

Language: Английский

Citations

31

Synthesis of 4-Selanyl- and 4-Tellanyl-1H-isochromen-1-ones Promoted by Diorganyl Dichalcogenides and Oxone DOI
Helen A. Goulart, José S. S. Neto, Angelita M. Barcellos

et al.

The Journal of Organic Chemistry, Journal Year: 2021, Volume and Issue: 86(20), P. 14016 - 14027

Published: March 22, 2021

A new method was developed for the synthesis of 4-chalcogenyl-1H-isochromen-1-ones through 6-endo-dig electrophilic cyclization 2-alkynylaryl esters and diorganyl dichalcogenides under ultrasound irradiation. The reactions were performed mild conditions, using Oxone as a green oxidant to promote cleavage chalcogen–chalcogen bond in diselenides ditellurides generate species situ. total 25 compounds selectively obtained after 30–70 min, good excellent yields (74–95%). This procedure extended prepare 5H-selenopheno[3,2-c]isochromen-5-ones. Additionally, first time, used substrates thionation reaction, Lawesson's reagent microwave irradiation solvent-free obtaining thio derivatives up 99% only 15 min.

Language: Английский

Citations

25