An effective alliance for successful coupling: electrochemical alcohol oxidation mediated conversion of indoles to bis(indolyl)methanes DOI

Mayur D. Baravkar,

B. L. V. Prasad

Journal of Applied Electrochemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 21, 2024

Language: Английский

Electrochemical synthesis of allenyl silanes and allenyl boronic esters DOI Creative Commons
Tingting Feng,

Tony Biremond,

Philippe Jubault

et al.

Nature Communications, Journal Year: 2025, Volume and Issue: 16(1)

Published: May 17, 2025

Allenyl silanes and boronates are pivotal building blocks in organic synthesis. Nevertheless, their synthesis requires the manipulation of transition metal or highly reactive species. Hence, development more sustainable protocol is sought after. Here we show electrochemical allenyl boronic esters. This catalyst-free method proceeds under mild reaction conditions. The for shows an excellent efficiency a good functional group tolerance. isolated yields (28 examples, 45-95% yields) without use catalyst A similar developed boronates, which obtained low to moderate (13 5-55% yields). Finally, mechanism based on oxidative generation silyl boryl radicals suggested access these classes allenes.

Language: Английский

Citations

0

Electrochemical reduction of benzoic acid esters using water as a H/D source DOI
Lei Zhang, Mengfan Li,

Yin Kai Yang

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 26(4), P. 2059 - 2066

Published: Dec. 27, 2023

Benzoic esters are reduced with water as a hydrogen/deuteron source in DC/AC electrolysis an undivided cell without sacrificial electrode.

Language: Английский

Citations

7

Nanostructured electrocatalysts for organic synthetic transformations DOI Creative Commons
Francesco Mancuso, Paolo Fornasiero, Maurizio Prato

et al.

Nanoscale, Journal Year: 2024, Volume and Issue: 16(12), P. 5926 - 5940

Published: Jan. 1, 2024

Organic chemists have made and are still making enormous efforts toward the development of novel green catalytic synthesis. The necessity arises from imperative safeguarding human health environment, while ensuring efficient sustainable chemical production. Within this context, electrocatalysis provides a framework for design new organic reactions under mild conditions. Undoubtedly, nanostructured materials spotlight as most popular in cases platforms advanced electrosynthesis. This Minireview focuses on recent developments use electrocatalysts, highlighting correlation between their structures resulting abilities, pointing to future perspectives application cutting-edge areas.

Language: Английский

Citations

2

Electrochemical Synthesis of Itaconic Acid Derivatives via Chemodivergent Single and Double Carboxylation of Allenes with CO2 DOI
Andrea Brunetti,

Mauro Garbini,

Giuseppe Autuori

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(49)

Published: June 24, 2024

Abstract Leveraging electrochemistry, a new synthesis of non‐natural derivatives itaconic acid is proposed by utilizing carbon dioxide (CO 2 ) as valuable C1 synthon. An electrochemical cross‐electrophile coupling between allenoates and CO was targeted, allowing for the both mono‐ di‐carboxylation products in catalyst‐ additive‐free environment (yields up to 87 %, 30 examples). Elaboration model mono‐carboxylation product, detailed cyclovoltammetric, well mechanistic analyses complete present investigation.

Language: Английский

Citations

2

One-pot C(sp3)-H difluoroalkylation of tetrahydroisoquinolines and isochromans via electrochemical oxidation and organozinc alkylation DOI

Kazuya Kamata,

Masami Kuriyama, Hironobu Tahara

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(50), P. 6395 - 6398

Published: Jan. 1, 2024

The C(sp

Language: Английский

Citations

2

Reductive cyclodimerization of chalcones: exploring the “self-adaptability” of galvanostatic electrosynthesis DOI Creative Commons

Mauro Garbini,

Andrea Brunetti, Riccardo Pedrazzani

et al.

Chemical Communications, Journal Year: 2023, Volume and Issue: 60(4), P. 404 - 407

Published: Nov. 28, 2023

The “self-adaptability” of galvanostatic electrolysis was shown to assist a multistage unprecedented chemo- and diastereoselective electrochemically promoted cyclodimerization chalcones.

Language: Английский

Citations

5

A Voltage-Controlled Strategy for Modular Shono-Type Amination DOI Creative Commons
Siyuan Su, Yahui Guo, Bryan Parnitzke

et al.

Published: June 7, 2024

Shono-type oxidation to generate functionalized heterocycles is a powerful method for late-stage diversification of relevant pharmacophores; how-ever, development beyond oxygen-based nucleophiles remains underdeveloped. The limited scope can often be ascribed constant current electrolysis resulting in potential drifts that oxidize desired nucleophilic partner. Herein, we report voltage-controlled strategy selectively broad substrates, enabling modular C–N bond formation from protected amine nucleophiles. We implement an electroanalytically-guided workflow using cyclic voltammetry (CV) and differential pulse (DPV) identify potentials across range heterocyclic substrates. Controlled (CPE) generates -functionalized products moderate good yields carbamate-, sulfonamide-, benzamide-derived importance voltage control further exemplified two cases: (1) change selectivity at different with morpholine substrate (2) analysis reaction outcomes between Celecoxib N-Boc or N-Ns-pyrrolidine substrate; the latter requires more anodic than does not yield product. Lastly, sequential C–O functionalization model difunctionalized pyrrolidines broadening utility this reaction.

Language: Английский

Citations

1

Electrochemical Approach Toward Mesoionic 1,2,3‐Triazole 1‐Imines DOI

Alexander D. Shuvaev,

Matvey A. Feoktistov,

Fedor E. Teslenko

et al.

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

Published: Aug. 22, 2024

Abstract Synthetic electrochemistry may establish direct routes to a preparation of plethora organic substances, which are hardly accessible by conventional experimental techniques. Herein, we present an electrochemically‐driven method for assembly broad range rare heterocyclic mesoionic entities –1,2,3‐triazole 1‐imines. These nitrogen heterocycles were prepared through transition‐metal‐ and exogenous oxidant‐free strategy using C/Ni electrode pair. Over 30 examples thus synthesized 1,2,3‐triazole 1‐imines illustrate selectivity practical utility this approach. Key solvent‐controlled reactivity patterns the formation triazole imine scaffold revealed indicating modulation ability developed findings additionally justified based on cyclic voltammetry (CV) data density functional theory (DFT) calculations. Moreover, according differential scanning calorimetry (DSC) data, some correspond thermally stable species with onset decomposition temperature up 190 °C.

Language: Английский

Citations

1

Ruthenaelectro-Catalyzed C–H Phosphorylation: ortho to para Position-Selectivity Switch DOI Creative Commons

Xue‐Ya Gou,

João C. A. Oliveira, Shan Chen

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 29, 2024

The position-selective C-H bond activation of arenes has long been a challenging topic. Herein, we report an expedient ruthenium-electrocatalyzed site-selective

Language: Английский

Citations

1

Interfacial Science for Electrosynthesis DOI
Taemin Kim,

Ye Ji Kim,

Anna Wuttig

et al.

Current Opinion in Electrochemistry, Journal Year: 2024, Volume and Issue: 47, P. 101569 - 101569

Published: July 11, 2024

Language: Английский

Citations

0