Photoredox-catalyzed sulfonylation of difluoroenoxysilanes with the insertion of sulfur dioxide DOI
Fu‐Sheng He,

Yanfang Yao,

Wenlin Xie

et al.

Chemical Communications, Journal Year: 2020, Volume and Issue: 56(66), P. 9469 - 9472

Published: Jan. 1, 2020

A photoredox-catalyzed three-component reaction of aryldiazonium tetrafluoroborates with sodium metabisulfite and 2,2-difluoro enol silyl ethers is described. By using as the source sulfur dioxide, this method provides an elegant access to α,α-difluoro-β-ketosulfones in moderate good yields under mild conditions, features a broad substrate scope wide functional group tolerance. Both difluoromethyl sulfone moiety can be introduced single step. Based on experimental results, single-electron transfer pathway proposed insertion dioxide.

Language: Английский

Recent advances in sulfonylation reactions using potassium/sodium metabisulfite DOI
Shengqing Ye, Min Yang, Jie Wu

et al.

Chemical Communications, Journal Year: 2020, Volume and Issue: 56(30), P. 4145 - 4155

Published: Jan. 1, 2020

Recently, sulfonylation reactions using potassium/sodium metabisulfite as the sulfur dioxide surrogate have been developed rapidly. In most cases, transformations go through radical processes with insertion of under mild conditions. Additionally, transition metal catalysis is applied in for synthesis sulfonyl-containing compounds. Among approaches, photoinduced conversions visible light or ultraviolet irradiation are also involved. this updated report, from potassium sodium summarized.

Language: Английский

Citations

175

Ni-catalyzed C–S bond construction and cleavage DOI
Su Huang, Ming Wang, Xuefeng Jiang

et al.

Chemical Society Reviews, Journal Year: 2022, Volume and Issue: 51(19), P. 8351 - 8377

Published: Jan. 1, 2022

This review focuses on nickel-catalyzed construction and transformation of various sulfide-containing compounds, such as sulfides, disulfides, hypervalent sulfur-containing compounds.

Language: Английский

Citations

139

Prospects and Challenges in Organosulfur Chemistry DOI
Ming Wang, Xuefeng Jiang

ACS Sustainable Chemistry & Engineering, Journal Year: 2022, Volume and Issue: 10(2), P. 671 - 677

Published: Jan. 3, 2022

Sulfur-containing molecules are increasingly crucial in chemistry-related fields and widely applied life science, material food pharmaceutical science. This perspective focuses on the introduction of green sulfurizing reagents sustainable methodologies to realize diverse kinds functionalized transformations synthetic applications. The text is organized according structure sulfur-containing corresponding method. It expected be interest organic chemistry professionals who wish better understand insights applications organosulfur transformations.

Language: Английский

Citations

136

Recent Advances in the Catalytic Synthesis of Arylsulfonyl Compounds DOI
Devaneyan Joseph, Muhammad Aliyu Idris,

Chen Jia-Jia

et al.

ACS Catalysis, Journal Year: 2021, Volume and Issue: 11(7), P. 4169 - 4204

Published: March 19, 2021

Arylsulfonyl compounds are among the most important in pharmaceutical and medicinal chemistry. Hence, a wide variety of sulfonylation methods have been reported recently. This review summarizes arylsulfonylation methodologies developed last 5 years includes two major categories. The first entails direct second multicomponent arylsulfonylation. In arylsulfonylation, arylsulfonyl reagents react with C–H activated compounds, alkynes, alkenes through coupling or addition reactions. reactions, arylation various substrates sulfur dioxide surrogates, such as DABSO, Na2S2O5, K2S2O5. hydrazides, aryl boronic acids, silanes, halides widely employed that surrogates to generate an source, ensuing reactions proceed via pathways analogous those

Language: Английский

Citations

129

Photocatalytic three-component asymmetric sulfonylation via direct C(sp3)-H functionalization DOI
Shi Cao, Wei Hong, Ziqi Ye

et al.

Nature Communications, Journal Year: 2021, Volume and Issue: 12(1)

Published: April 22, 2021

Language: Английский

Citations

119

Decatungstate-Catalyzed C(sp3)–H Sulfinylation: Rapid Access to Diverse Organosulfur Functionality DOI
Patrick Sarver, Noah B. Bissonnette, David W. C. MacMillan

et al.

Journal of the American Chemical Society, Journal Year: 2021, Volume and Issue: 143(26), P. 9737 - 9743

Published: June 23, 2021

Here we report the direct conversion of strong, aliphatic C(

Language: Английский

Citations

115

Sodium Dithionite‐Mediated Decarboxylative Sulfonylation: Facile Access to Tertiary Sulfones DOI
Yaping Li, Shihao Chen, Ming Wang

et al.

Angewandte Chemie International Edition, Journal Year: 2020, Volume and Issue: 59(23), P. 8907 - 8911

Published: March 9, 2020

Abstract A straightforward multicomponent decarboxylative cross coupling of redox‐active esters (N‐hydroxyphthalimide ester), sodium dithionite, and electrophiles was established to construct sterically bulky sulfones. The inorganic salt dithionite not only served as the sulfur dioxide source, but also acted an efficient radical initiator for decarboxylation. Notably, diverse naturally abundant carboxylic acids artificially prepared carboxyl‐containing drugs with multiple heteroatoms sensitive functional groups successfully underwent this sulfonylation provide tertiary Mechanistic studies further demonstrated that decarboxylation rate‐determining step occurred via a single‐electron transfer (SET) process assistance dithionite.

Language: Английский

Citations

136

Recent developments in palladium-catalyzed C–S bond formation DOI Open Access
Jianxiao Li,

Shaorong Yang,

Wanqing Wu

et al.

Organic Chemistry Frontiers, Journal Year: 2020, Volume and Issue: 7(11), P. 1395 - 1417

Published: Jan. 1, 2020

This review summarized the recent developments in palladium-catalyzed C–S bond formation involving sulfenylation and sulfonylation reactions.

Language: Английский

Citations

111

Copper-free Sandmeyer-type Reaction for the Synthesis of Sulfonyl Fluorides DOI
Tao Zhong,

Meng-Ke Pang,

Zhida Chen

et al.

Organic Letters, Journal Year: 2020, Volume and Issue: 22(8), P. 3072 - 3078

Published: March 31, 2020

A copper-free Sandmeyer-type fluorosulfonylation reaction is reported. Utilizing Na2S2O5 and Selectfluor as the sulfur dioxide fluorine sources, respectively, aryldiazonium salts were transformed into sulfonyl fluorides. The one-pot direct synthesis of fluorides from aromatic amines was also realized via in situ diazotization. practicality this method demonstrated by broad functional group tolerance, gram-scale synthesis, late-stage natural products pharmaceuticals.

Language: Английский

Citations

92

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

90