Zn(OTf)2-catalyzed intra- and intermolecular selenofunctionalization of alkenes under mild conditions DOI Creative Commons

Cong Qi,

Zhaogong Lu,

Yuyang Gu

et al.

RSC Advances, Journal Year: 2024, Volume and Issue: 14(32), P. 23147 - 23151

Published: Jan. 1, 2024

Zn(OTf)2-catalyzed intra- and intermolecular selenofunctionalization of alkenes was achieved with electrophilic N-phenylselenophthalimide. This method provides straightforward efficient access to various seleno-substituted heterocycles vicinal Se heteroatom-disubstituted molecules under mild conditions. reaction is compatible substrates/functional groups, preliminary studies on the mechanistic were also conducted.

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

31
Recent advances in the electrochemical synthesis of organophosphorus compounds DOI Creative Commons
Babak Kaboudin, Milad Behroozi,

Sepideh Sadighi

et al.

Beilstein Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 21, P. 770 - 797

Published: April 16, 2025

In this review, we describe recent advances in electrochemical green methods for the synthesis of various organophosphorus compounds through formation phosphorus–carbon, phosphorus–nitrogen, phosphorus–oxygen, phosphorus–sulfur, and phosphorus–selenium bonds. The impact different electrodes is also discussed matter. Graphite, platinum, RVC, nickel have been used extensively compounds. made method a promising preparing structures. This review an introduction to encourage scientists use electrosynthesis as green, precise, low-cost prepare phosphorous

Language: Английский

Citations

1
Electrochemically Driven Chalcogenative Cyclization of 2-Alkynyl Aryl Oxime: Access to Functionalized Isoquinolines DOI
Jiajun Hu, Bo Li,

Feng Xiong

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 7, 2025

A transition-metal-free electrochemical chalcogenative cyclization of 2-alkynyl aryl oxime with dichalcogenides has been established to assemble valuable 4-organochalcogen isoquinolines concisely. This protocol proceeds via constant electrolysis in a user-friendly undivided cell setup. It circumvents the necessity transition metal catalysts, chemical oxidants, and harsh reaction conditions. The practical utilities current were illustrated by excellent functional group tolerance, remarkable regio-selectivity, easy scalability, mild conditions, transformable isoquinoline products.

Language: Английский

Citations

0
Photocatalyzed Annulation‐Biselenylation of Enynone with Diarylselenides toward Biselenium‐Substituted 1‐Indanones under Metal‐ and Photosensitizer‐Free Conditions DOI
Hang‐Dong Zuo,

Huafeng Yan,

Yuting Wang

et al.

Chinese Journal of Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 17, 2025

Comprehensive Summary A practical photocatalytic annulation‐biselenylation strategy has been developed for the efficient synthesis of biselenium‐substituted 1‐indanones (38 examples in total) with generally good yields (up to 95%) and excellent stereoselectivity (>19 : 1 Z / E ratio) by employing enynones diaryl selenides as starting materials under photosensitizer‐free conditions. The reaction mechanism involves a cascade process comprising homolytic cleavage, radical addition, 5‐ exo ‐ dig cyclization, capture, enabling sequential formation multiple bonds, such C(sp 3 )‐Se, )‐C(sp 2 ), )‐Se rapidly construct molecular complexity. Notably, this approach demonstrates wide substrate compatibility tolerability towards various functional groups. It is further characterized its remarkable efficiency creating chemical bonds achieving high atomic utilization 100%.

Language: Английский

Citations

0
Electrochemical Synthesis of 4‐Selenylated Oxazolones via Oxyselenylation of Ynamides DOI Open Access
Jinhui Cai,

Kaili Cen,

Weishuang Li

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 19, 2024

Abstract Electrosynthesis of selenylated‐oxazolone derivatives via cascade selenylation/cyclization ynamides was disclosed. A series diaryl diselenides, dialkyl and heteroaryl‐substituted tolerated in this protocol delivered 4‐selenyloxazolones 28–83% yields. The scale‐up reaction the oxidation performed to showcase practicability method. Furthermore, mechanistic experiments indicated that a cationic pathway instead radical probably involved.

Language: Английский

Citations

2
Zn(OTf)2-catalyzed intra- and intermolecular selenofunctionalization of alkenes under mild conditions DOI Creative Commons

Cong Qi,

Zhaogong Lu,

Yuyang Gu

et al.

RSC Advances, Journal Year: 2024, Volume and Issue: 14(32), P. 23147 - 23151

Published: Jan. 1, 2024

Zn(OTf)2-catalyzed intra- and intermolecular selenofunctionalization of alkenes was achieved with electrophilic N-phenylselenophthalimide. This method provides straightforward efficient access to various seleno-substituted heterocycles vicinal Se heteroatom-disubstituted molecules under mild conditions. reaction is compatible substrates/functional groups, preliminary studies on the mechanistic were also conducted.

Language: Английский

Citations

0