Transient Stabilization Effect of CO2 in the Electrochemical Hydrogenation of Azo Compounds and the Reductive Coupling of α‐Ketoesters DOI
Yulei Zhao,

Xuqiang Guo,

Shuai Li

et al.

Angewandte Chemie, Journal Year: 2022, Volume and Issue: 134(48)

Published: Oct. 7, 2022

Abstract The carbon dioxide (CO 2 ) capture and utilization has attracted a great attention in organic synthesis. Herein, an unpresented transient stabilization effect (TSE) of CO is disclosed well applied to the electrochemical hydrogenation azo compounds hydrazine derivatives. Mechanistic experiments computational studies imply that can radical anion intermediates protect from potential degradation reactions, finally released through decarboxylation. promotion was further demonstrated work preliminary study reductive coupling α‐ketoesters vicinal diol For reactions mentioned above, indispensable. presented results shed light on different usage could inspire novel experimental design by using as protecting group.

Language: Английский

Electrochemical difunctionalization of alkenes and alkynes for the synthesis of organochalcogens involving C–S/Se bond formation DOI
Jianchao Liu, Jie‐Ping Wan, Yunyun Liu

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 11(2), P. 597 - 630

Published: Nov. 23, 2023

This review highlights the recent progress in electrochemical difunctionalization of alkenes and alkynes involving C–S/Se bond formation to access organochalcogen frameworks.

Language: Английский

Citations

30

Photoredox‐Catalyzed Sulfonaminoformyloxylation of Alkenes with N‐Aminopyridinium Salts and DMF DOI
Yue Wang, Jie Liu, Zhang Chen

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(7), P. 1517 - 1522

Published: Jan. 31, 2024

Abstract A photoredox‐catalyzed three‐component sulfonaminoformyloxylation reaction between alkenes, N ‐aminopyridinium salts and DMF has been developed, which avoids the usage of erosive formic acid as formyloxylation reagent. Besides DMF, alkyl aryl carboxylic acids proved to be feasible nucleophiles afford various β ‐amino esters. The robustness this method was further demonstrated by its applicability in late‐stage modification biological molecules. Control experiments suggested that a sulfonamidyl radical involved reaction.

Language: Английский

Citations

5

Transient Stabilization Effect of CO2 in the Electrochemical Hydrogenation of Azo Compounds and the Reductive Coupling of α‐Ketoesters DOI
Yulei Zhao,

Xuqiang Guo,

Shuai Li

et al.

Angewandte Chemie International Edition, Journal Year: 2022, Volume and Issue: 61(48)

Published: Oct. 7, 2022

The carbon dioxide (CO2 ) capture and utilization has attracted a great attention in organic synthesis. Herein, an unpresented transient stabilization effect (TSE) of CO2 is disclosed well applied to the electrochemical hydrogenation azo compounds hydrazine derivatives. Mechanistic experiments computational studies imply that can radical anion intermediates protect from potential degradation reactions, finally released through decarboxylation. promotion was further demonstrated work preliminary study reductive coupling α-ketoesters vicinal diol For reactions mentioned above, indispensable. presented results shed light on different usage could inspire novel experimental design by using as protecting group.

Language: Английский

Citations

19

Electrochemical cascade reactions: an account of recent developments for this modern strategic tool in the arsenal of chemical synthesis DOI
Manoj Kumar Yadav, Sushobhan Chowdhury

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(24), P. 10144 - 10181

Published: Jan. 1, 2023

The electrochemical cascade process majorly satisfies the essential criteria of green synthesis. Being an Integrated synthetic strategy it can produce more molecules in a shorter time and thus provides modern strategic tool arsenal chemists.

Language: Английский

Citations

11

PVP‐I Catalyzed Hydroxysulfurization of α‐(Trifluoromethyl)‐Styrenes with Thiols: Access to Trifluoromethyl Tertiary Alcohol DOI Open Access

Qian‐Ding Zeng,

Xinxin Yuan, Jian Wang

et al.

ChemistrySelect, Journal Year: 2025, Volume and Issue: 10(6)

Published: Feb. 1, 2025

Abstract An efficient method for the synthesis of β ‐hydroxy‐ ‐CF 3 ‐thioether has been developed, utilizing povidone‐iodine (PVP‐I) as a recyclable catalyst and air oxidant. The reaction proceeded smoothly at room temperature, yielding desired in moderate to good yields. This can be scaled up gram‐scale without losing any efficiency. was also 8 repetitions. mechanism investigated plausible pathway proposed.

Language: Английский

Citations

0

Controllable methylenation with ethylene glycol as the methylene source: bridging enaminones and synthesis of tetrahydropyrimidines DOI
Yulei Zhao, Huimin Wang,

Xin Kang

et al.

Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(21), P. 5935 - 5941

Published: Jan. 1, 2022

Controllable methylenation using renewable ethylene glycol as the methylene source has been developed for introduction of one or two building blocks.

Language: Английский

Citations

15

Copper‐Catalyzed Multicomponent Oxysulfonylation of Alkenes with Cyclobutanone Oxime Esters and Hydroxamic Acids via the Insertion of Sulfur Dioxide DOI
Nengneng Zhou,

Qiankun Xu,

Ziqin Xia

et al.

Advanced Synthesis & Catalysis, Journal Year: 2022, Volume and Issue: 364(23), P. 4020 - 4025

Published: Oct. 21, 2022

Abstract A copper‐catalyzed multicomponent oxysulfonylation of alkenes with cyclobutanone oxime esters and hydroxamic acids via the insertion sulfur dioxide has been developed. This reaction uses K 2 S O 5 as surrogate in situ generated amidoxyl radical interceptor, thus providing a direct approach to β‐amidoxy sulfones 35–90% yields. Mechanistic studies revealed that radical‐radical coupling alkyl might be involved this transformation. magnified image

Language: Английский

Citations

13

Advances in Vinyl Sulfone Catalyzed Synthesis: Methods, Mechanisms and Perspectives DOI Open Access

Jiangtao Tong,

Yuhua Wang,

Yajuan Qi

et al.

Asian Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 12(12)

Published: Oct. 13, 2023

Abstract Vinyl sulfones are conjugated systems composed of C=C and S=O, which considered to be significant building blocks in organic synthesis as coupling agents because they can serve Michael acceptors well 2π‐partners cycloaddition reactions. The attractive bioactivity unique chemical properties the vinyl sulfone skeleton have led its extensive study pharmaceutical chemistry. However, a systematic comprehensive review routes for catalytic not been carried out so far. In this paper, applications structures biomolecular syntheses briefly investigated, current methods recent years using different catalysts systematically reviewed analyzed. Finally, future opportunities challenges application compounds discussed.

Language: Английский

Citations

7

Electrochemical cascade synthesis of α-thio-substituted masked aldehydes DOI
Deepak Sharma, Yaseen Hussain, Manisha Sharma

et al.

Green Chemistry, Journal Year: 2022, Volume and Issue: 24(12), P. 4783 - 4788

Published: Jan. 1, 2022

An unprecedented 3-component cascade synthesis of β,β-dialkoxy sulfides under mild electrochemical conditions has been achieved.

Language: Английский

Citations

8

Water-mediated radical C–H tosylation of alkenes with tosyl cyanide DOI
Dongyan Hu, Yang Zhang, Jianwei Li

et al.

Chemical Communications, Journal Year: 2022, Volume and Issue: 59(4), P. 462 - 465

Published: Dec. 8, 2022

A sulfinyl sulfone intermediate, generated in situ by the nucleophilic addition of water to tosyl cyanide, dominated subsequent tosylation alkenes via cascade di-radical addition/β-elimination.

Language: Английский

Citations

8