A Three-Component Reaction of Alkenyl Thianthrenium Salts, Cyclopropanols and Sulfur Dioxide DOI
Xinhua Wang,

Chen Guo,

Minsi Wei

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 90(1), P. 908 - 912

Published: Dec. 31, 2024

A three-component reaction of alkenyl thianthrenium salts, cyclopropan-1-ols and DABCO·(SO2)2 under catalyst- additive-free conditions, is accomplished. This sulfonylation with the insertion sulfur dioxide works efficiently very mild leading to a wide range 1-substituted vinyl sulfones in moderate good yields. In this protocol, scope generality salts cyclopropyl alcohols demonstrated.

Language: Английский

Visible-light-induced selective alkylsulfonylation of unactivated alkenes via remote heteroaryl migrations DOI Creative Commons
Xin Yuan, Jie Liu, Hao Lv

et al.

Green Synthesis and Catalysis, Journal Year: 2023, Volume and Issue: 5(2), P. 126 - 130

Published: March 15, 2023

Photocatalyzed alkylsulfonylation of unactivated alkenes using DABCO. (SO2)2 and thianthrenium salts via a distal heteroaryl migration process has been developed, which provides new means synthesizing variety valuable alkylsulfonyl-substituted compounds. These alkylsulfonyl radicals couple with to undergo efficient intermolecular reactions, followed by migration. This mild catalytic method is tolerant functional groups affords medicinally relevant alkylsulfonylated heterocycles.

Language: Английский

Citations

6
Metal‐Free α‐Sulfonylation of β‐Ketothioamides: Access to α‐Sulfonyl‐β‐Ketoamides and their Photophysical Studies DOI

Vipin Kumar,

Monish Ansari,

Anup Kumar Yadav

et al.

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

Published: Oct. 14, 2024

Abstract Herein, we report a metal and additive‐free unprecedented reactivity of β‐ketothioamides with sulfonyl chlorides for the synthesis previously unreported 2‐sulfonyl‐3‐oxo‐N,3‐diarylpropanamides via in situ thioamide to amide conversion followed by dehydrohalogenative C−S cross‐coupling at room temperature under an open air first time. The protocol demonstrates not only its operational simplicity, efficiency, mild condition, scalability, but also easy get diverse a‐sulfonyl‐β‐ketoamides good high yields. Additionally, DFT photophysical studies supported proposed mechanism, revealed unique excitation‐dependent emission coupled ESPT synthesized sulfones.

Language: Английский

Citations

0
A Three-Component Reaction of Alkenyl Thianthrenium Salts, Cyclopropanols and Sulfur Dioxide DOI
Xinhua Wang,

Chen Guo,

Minsi Wei

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 90(1), P. 908 - 912

Published: Dec. 31, 2024

A three-component reaction of alkenyl thianthrenium salts, cyclopropan-1-ols and DABCO·(SO2)2 under catalyst- additive-free conditions, is accomplished. This sulfonylation with the insertion sulfur dioxide works efficiently very mild leading to a wide range 1-substituted vinyl sulfones in moderate good yields. In this protocol, scope generality salts cyclopropyl alcohols demonstrated.

Language: Английский

Citations

0