Copper-catalyzed direct decarboxylative fluorosulfonylation of aliphatic carboxylic acids DOI

Ji-Tao Yi,

Xiang Zhou, Qilong Chen

и другие.

Chemical Communications, Год журнала: 2022, Номер 58(67), С. 9409 - 9412

Опубликована: Янв. 1, 2022

Sulfonyl fluorides are emerging as key structural motifs in organic synthesis, medicinal chemistry, and materials science. Herein we report two efficient complementary methods for direct decarboxylative fluorosulfonylation of carboxylic acids by the merging copper catalysis with different N-centered HAT regents. A wide range structurally diverse sulfonyl was readily accessed from primary, secondary, tertiary a single step under mild conditions.

Язык: Английский

A radical Smiles rearrangement difunctionalization of activated alkenes via desulfonylation and insertion of sulfur dioxide relay strategy DOI

Si‐Wei Tian,

Zhentao Luo,

Biquan Xiong

и другие.

Green Chemistry, Год журнала: 2024, Номер 26(11), С. 6774 - 6778

Опубликована: Янв. 1, 2024

A novel and attractive photochemical difunctionalization of N -tosyl acrylamide for constructing alkylsulfonylated oxindoles amides with excellent substrate adaptability via a radical Smiles rearrangement strategy is described.

Язык: Английский

Процитировано

8

Electrochemical Multicomponent Synthesis of Alkyl Alkenesulfonates using Styrenes, SO2 and Alcohols DOI Creative Commons
Aloisio de Andrade Bartolomeu,

Florian A. Breitschaft,

Dieter Schollmeyer

и другие.

Chemistry - A European Journal, Год журнала: 2024, Номер 30(21)

Опубликована: Фев. 9, 2024

Abstract A novel electrochemical approach to access alkyl alkenesulfonates via a multicomponent reaction was developed. The metal‐free method features easy‐to‐use SO 2 stock solution forming monoalkylsulfites from alcohols with an auxiliary base in‐situ. These intermediates serve dual role as starting materials and supporting electrolyte enabling conductivity. Anodic oxidation of the substrate styrene, radical addition these consecutive second deprotonation preserve double bond form β‐styrenesulfonates in highly regio‐ stereoselective fashion. feasibility this electrosynthetic is demonstrated 44 examples yields up 81 %, employing various styrenes related substrates well diverse set alcohols. gram‐scale experiment underlines applicability process, which uses inexpensive readily available electrode materials.

Язык: Английский

Процитировано

7

Electrochemical conversion of organic compounds and inorganic small molecules DOI

Wei-Mei Zeng,

Youai Qiu

Science China Chemistry, Год журнала: 2024, Номер 67(10), С. 3223 - 3246

Опубликована: Июль 9, 2024

Язык: Английский

Процитировано

7

Visible-Light-Mediated Late-Stage Sulfonylation of Boronic Acids via N–S Bond Activation of Sulfonamides DOI
Jing-Song Zhen, Xian Du, Xiaohong Xu

и другие.

ACS Catalysis, Год журнала: 2022, Номер 12(3), С. 1986 - 1991

Опубликована: Янв. 21, 2022

A visible-light-mediated late-stage arylation of N–S bonds in sulfonamides has been developed with using readily available imines as sulfonyl radical source. Diverse complex sulfones could be synthesized by prefunctionalizaiton and subsequent bond arylation, demonstrating the advantages sulfonylation reagents. Additionally, mechanism research revealed that probably both EDA chemistry photoredox catalysis were responsible for formation sulfones. This methodology characterized broad substrate scope simple reaction conditions also high atom economy, since aldehyde synthesis recovered after workup reactions.

Язык: Английский

Процитировано

29

Copper-catalyzed direct decarboxylative fluorosulfonylation of aliphatic carboxylic acids DOI

Ji-Tao Yi,

Xiang Zhou, Qilong Chen

и другие.

Chemical Communications, Год журнала: 2022, Номер 58(67), С. 9409 - 9412

Опубликована: Янв. 1, 2022

Sulfonyl fluorides are emerging as key structural motifs in organic synthesis, medicinal chemistry, and materials science. Herein we report two efficient complementary methods for direct decarboxylative fluorosulfonylation of carboxylic acids by the merging copper catalysis with different N-centered HAT regents. A wide range structurally diverse sulfonyl was readily accessed from primary, secondary, tertiary a single step under mild conditions.

Язык: Английский

Процитировано

29