Cited by Synthesis of Phosphonium Ylides

Electrochemical Selenylation of Sulfoxonium Ylides for the Synthesis of gem-Diselenides as Antimicrobials against Fungi DOI

Zhongnan Xu,

Jiwen Yao,

Kaihui Zhong

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(9), P. 5572 - 5585

Published: April 21, 2023

Organoselenium compounds are important scaffolds in pharmaceutical molecules. Herein, we report metal-free, electrochemical, highly chemo- and regioselective synthesis of gem-diselenides through the coupling α-keto sulfoxonium ylides with diselenides. The versatility electrochemical manifold enabled selenylation ample scope broad functional group tolerance, as well setting stage for modification complex bioactive Detailed mechanistic studies revealed that key C-Se bond was constructed using n-Bu4NI an electrolyte catalyst electrosynthetic protocol. Finally, desired showed excellent antimicrobial activity against Candida albicans, which can be identified lead further exploration.

Language: Английский

Citations

A Platform for the Synthesis of Diverse Phosphonyl and Thiofunctionalized Sulfoxonium Ylides DOI

Wen‐Xuan Zou,

Qiong Hu,

Dan‐Ting Shen

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(27), P. 5811 - 5816

Published: June 28, 2024

A practical strategy for the construction of diverse phosphonyl and thiofunctionalized sulfoxonium ylides via controllable monofunctionalization hybrid I(III)/S(VI) is presented. This process allows efficient P–H insertion under Cu catalysis, enabling synthesis ylides, whereas reaction with sulfur-containing reagents including AgSCF3, KSC(S)OR, KSCN mild conditions resulted in α-trifluoromethylthiolation, dithiocarbanation, thiocyanation accordingly. Of note, wide substrate compatibility (108 examples), excellent efficiency (up to 99% yield), gram-scale experiments, various product derivatizations highlight synthetic utility this protocol.

Language: Английский

Citations

Parallel Paired Photoelectrochemical Bromination of Alkylarenes with Electrochemical Pinacol Coupling DOI

Hongshuai Chen,

Chaoren Shen, Kaiwu Dong

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(4), P. 2550 - 2555

Published: Jan. 30, 2024

A paired electrochemical method for paralleling benzylic bromination of alkylarenes under irradiation with reductive pinacol coupling in a divided cell has been developed. variety benzyl bromides at the anode and pinacols cathode were obtained simultaneously moderate-to-high faradaic efficiency. This parallel protocol showed broad substrate scope high chemoselectivity as well synthetic efficiencies.

Language: Английский

Citations

Electrochemical Synthesis of Aryl Chlorides Using HCl as the Chlorine Source DOI

Tao Shen, Yuanbo Xu, Chengjun Jiang

et al.

ACS Sustainable Chemistry & Engineering, Journal Year: 2024, Volume and Issue: 12(8), P. 3289 - 3297

Published: Feb. 13, 2024

Hydrochloric acid (HCl) is abundantly generated as the byproduct in chemical industry. The recycling of chloride from HCl related to intensive energy input and resource consumption. European Commission Joint Research Centre stated that production utilization chlorine are indicative development level To utilize a green way, an unprecedented, straightforward, simple electrosynthesis method has been employed produce chlorinated aromatics. control experiments indicated reaction underwent free radical pathway mass transfer was crucial for reaction. Further, microchannel flow electroreactor further used scale up overcome hydrophobic obstacle graphite electrode surface, hydrophilic modification with nitric used. After modification, content O element increased 1.1 2.3%, C–O–C unit 10.9 16.2%, O–C═O 27.1 28.2%. Thus, desired product afforded satisfactory yields under modified electrode.

Language: Английский

Citations

Synthesis of α-cyanato-α′-carbonyl sulfoxonium ylides in water DOI

Qingyao Zhang,

Cankun Luo,

Ruizhi Lai

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(18), P. 7068 - 7072

Published: Jan. 1, 2023

A new catalyst-, metal- and additive-free green strategy to synthesize bis-substituted sulfoxonium ylides is reported, which has good compatibility with various substituents generally excellent yields.

Language: Английский

Citations

Synthesis of Sulfo(xo)nium Diacylmethylides DOI

Duo Fu,

Jiaxi Xu

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(27)

Published: April 29, 2024

Abstract Sulfo(xo)nium diacylmethylides (sulfur ylides) are simple, stable, readily prepared, and versatile synthons. Compared with the sulfo(xo)nium monoacylmethylides, they can be compatible more rigorous reaction conditions showcase unique characteristics due to their excellent stability. This concept article provides an account for syntheses of diacylmethylides, including utilization active methylene compounds, carbene precursors, electron‐deficient alkynes as substrates, discussions on substrate scopes, proposed mechanisms, selected product examples, applications. Challenges further exploration prospect in future also suggested.

Language: Английский

Citations

Synthesis of α-Carbonyl-α′-sulfenyl Sulfoxonium Ylides in Water at Room Temperature DOI

Haoyu Tian,

Qinghe Wang,

Wenyan Wei

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(21), P. 15523 - 15528

Published: Oct. 19, 2024

An efficient synthesis of α-carbonyl-α'-sulfenyl sulfoxonium ylides through a KIO

Language: Английский

Citations

Electrochemical Oxidative Cross-Coupling and Annulation for Functionalized Heterocycles DOI

Xinwei Hu, Zhixiong Ruan

Topics in heterocyclic chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 37 - 53

Published: Jan. 1, 2024

Language: Английский

Citations

Synthesis of Phosphonium Ylides DOI

Christof Matt,

Lorenzo Jacopo Ilic Balestri, Bobo Skillinghaug

et al.

Elsevier eBooks, Journal Year: 2023, Volume and Issue: unknown

Published: Jan. 1, 2023

Language: Английский

Citations