The Electrochemical trans-Chloroformyloxylation of Unactivated Alkenes DOI

Jona Queder,

Gerhard Hilt

Synlett, Journal Year: 2024, Volume and Issue: 35(16), P. 1906 - 1908

Published: March 20, 2024

Abstract An attempted aryl selenium-catalyzed formation of cis-chlorohydrins from alkenes was unsuccessful but led to an electrochemical investigation for the trans-selective chloroformyloxylation cyclic and acyclic in moderate good yields. Interestingly, when 1,1-disubstituted were used, corresponding vinyl chloride derivatives obtained, application 1-phenylcyclohex-1-ene allyl derivative.

Language: Английский

Highly efficient photoelectrochemical azido-hydroxylation of alkenes by metal-free tandem addition of two radicals DOI
Jie Yang, Yu Lei, Youji Li

et al.

Science China Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 19, 2025

Language: Английский

Citations

0

Cu-catalyzed Photoredox Chlorotrifluoromethylation of Polysubstituted Alkenes and Pharmacological Evaluation DOI

Shauna Barreto,

Renaud Binette, Alexandre Murza

et al.

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

A visible-light-mediated chlorotrifluoromethylation catalyzed by a copper-based photo-redox catalyst of internal alkenes is reported. The reaction proceeds with complete regioselectivity under mild conditions using commercially available F3CSO2Cl as both the trifluoromethyl and chlorine source, leading to synthesis added-value chemicals atom-economy. vast array were functionalized in decent good yields, highlighting great tolerance various functional groups. radical process starting from single electron reduction an excited copper was evidenced, synthetic utility our products showcased valuable molecules such α-trifluoromethylated amides, α-trifluoromethylated-β-aminoamides, alkenes. In addition, library evaluated vitro for its cytotoxicity against lung carcinoma (A549) colorectal adenocarcinoma (DLD-1) cell lines, antifungal antibacterial activities C. albicans, E. coli S. aureus strains, respectively. Compounds 2a, 2m, 2n, 2o demonstrated anticancer activities, while compounds 6g, 6h exhibited weak underscoring therapeutic potential this class suggesting opportunities further optimization.

Language: Английский

Citations

0

Recent advances in electrooxidative radical transformations of alkynes DOI Creative Commons
Yan Zhang,

Zhenzhi Cai,

Svenja Warratz

et al.

Science China Chemistry, Journal Year: 2022, Volume and Issue: unknown

Published: Dec. 12, 2022

Abstract During the past few years, electrochemical oxidative reactions through radical intermediates have emerged as an environmentally-benign, powerful platform for facile formation of C–E (E = C, N, S, Se, O and Hal) bonds single-electron-transfer (SET) processes at electrodes. Functionalized unsaturated molecules unusual structural motifs can, instance, be directly constructed under exceedingly mild reaction conditions initial attack onto alkynes. This minireview highlights recent advances in electrooxidation until June 2022, with a particular focus on additions

Language: Английский

Citations

18

Electro-organic synthesis of C-5 sulfenylated amino uracils: Optimization and exploring topoisomerase-I based anti-cancer profile DOI
Payal Rani, Sandhya Chahal, Roshan Kumar

et al.

Bioorganic Chemistry, Journal Year: 2023, Volume and Issue: 138, P. 106660 - 106660

Published: June 10, 2023

Language: Английский

Citations

9

Photocatalytic Site‐Selective Cascade Radical Addition of Biaryl Ynones for the Construction of Spiro‐ and Fused Carbon Rings DOI
Kairui Liu,

Chunhang Zhao,

Liji Gu

et al.

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: 42(14), P. 1599 - 1605

Published: March 13, 2024

Comprehensive Summary Functionalized free radical addition/cyclization reactions represent an efficient way for introducing new functionality or coupling fragments to molecules. Ynones are good regional selectivity acceptors in organic synthesis, and many of bio‐relevant cyclic compounds could be easily obtained by direct cyclization reaction. Here, we report a photocatalytic cascade addition biaryl ynones, the divergent synthesis privileged carbon cycles. Additionally, further transformation multi‐functional group product into variety other derivatives demonstrates synthetic value this developed method.

Language: Английский

Citations

3

Recent advances in electrochemical difunctionalization of alkenes and alkynes for the synthesis of organohalides DOI
Yu Zheng, Wenguang Lu,

Chunxi Chen

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(18), P. 5306 - 5324

Published: Jan. 1, 2024

This review summarizes recent achievements in electrosynthesis of organohalides through difunctionalization alkenes and alkynes provides insights into future directions for the development field.

Language: Английский

Citations

2

Electrochemical Decarbonylative Aminosulfonylation of Alkynes with Sulfinates and N-(Formyl)anilides DOI
Rajeshwar Reddy Aleti, Alexey А. Festa, Olga А. Storozhenko

et al.

Organic Letters, Journal Year: 2022, Volume and Issue: 24(50), P. 9337 - 9341

Published: Dec. 14, 2022

An unprecedented electrochemical three-component reaction of phenylacetylene, sulfinate, and N-(formyl)anilide was discovered. The transformation occurs in an undivided cell with a graphite anode cathode DMF the presence tetrabutylammonium iodide as electrolyte. addition silver(I) oxide catalytic amounts iodine facilitated significantly. also carried out under photoredox-catalyzed conditions.

Language: Английский

Citations

12

Electrochemical Synthesis of Iodohydrins DOI

Shinan Luan,

Thomas Castanheiro, Thomas Poisson

et al.

Advanced Synthesis & Catalysis, Journal Year: 2022, Volume and Issue: 364(16), P. 2741 - 2747

Published: July 4, 2022

Abstract Iodohydrins and corresponding ethers were synthesized by an electrochemical process using inexpensive non‐toxic ammonium iodide. This transformation was applied to a panel of alkenes, giving products without the need external hazardous oxidants, reductants or metal catalyst. protocol showed general efficiency synthesize valuable iodinated molecules with yields from 19% 90%. magnified image

Language: Английский

Citations

10

Anchored ferrocene based heterogeneous electrocatalyst for the synthesis of benzimidazoles DOI
Ditto Abraham Thadathil,

M Bharath,

Anitha Varghese

et al.

Electrochimica Acta, Journal Year: 2022, Volume and Issue: 435, P. 141399 - 141399

Published: Oct. 18, 2022

Language: Английский

Citations

10

Electrochemical Hydrogenation of Organic Compounds: A Sustainable Approach DOI Open Access

Krishnapriya Jayan,

Ditto Abraham Thadathil, Anitha Varghese

et al.

Asian Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 12(10)

Published: Aug. 16, 2023

Abstract Conventional methods for hydrogenation of organic compounds generally use corrosive catalysts and reagents, along with extreme conditions like high temperatures pressures. Quenching materials does not deter its negative impact on the environment, nor is one safe when it comes to working temperature pressure. Electrochemical (ECH) has proven be green since most efficient reactions are conducted at ambient pressure temperature, minimizing, sometimes even negating toxic reagents as compared conventional methods. This review therefore provides different strategies used ECH in past, modification electrodes, half taken up energy usage reactions. It presents advances electrochemical compounds, starting from simple aliphatic complex polyaromatics heterocyclic aromatic compounds.

Language: Английский

Citations

5