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

и другие.

European Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Окт. 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.

Язык: Английский

Electrochemical Radical Fluorosufonylation of Allyl Bromides DOI

Bingcong Liu,

Hui Liang,

Yanju Lu

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Фев. 20, 2025

A radical fluorosulfonylation of allyl bromides was achieved under electroreductive conditions. This catalyst-free protocol employs mild conditions and enables straightforward access to a new structurally diverse variety previously inaccessible sulfonyl fluorides. We have also illustrated the synthetic value this method by performing scaled-up reactions product derivatization.

Язык: Английский

Процитировано

0
Copper-Catalyzed Regioselective 1,4-Sulfonyl Indolylation of 1,3-Dienes with Sulfonyl Chloride and Indoles DOI
Pu Chen, Lin Tian, Xiaochen Ji

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Фев. 22, 2025

A copper-based catalytic system has been described to enable the efficient 1,4-sulfonylindolylation of 1,3-dienes with sulfonyl chloride and indoles. This protocol offers a practical method for synthesis allylsulfone-containing indole derivatives broad range compatible functionalities excellent chemo- regioselectivities. Mechanistic studies suggest that copper catalyst plays dual role initiating radicals prompting coupling in this conjugated diene-selective 1,4-difunctionalization strategy.

Язык: Английский

Процитировано

0
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

и другие.

European Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Окт. 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.

Язык: Английский

Процитировано

0