Catalyst‐Free Diastereoselective Halo‐Cycloacetalization of Olefinic Aldehydes DOI Creative Commons

Shengsheng Qiang,

Tsz‐Chun Chan,

Ying‐Yeung Yeung

et al.

Asian Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 13(1)

Published: Nov. 23, 2023

Abstract Isochromans are valuable building blocks for the synthesis of natural products and bioactive compounds. Herein, we report a diastereoselective halo‐cycloacetalization olefinic aldehydes alcohols using N ‐haloamides as halogenating agents. The reaction conditions mild can be operated in absence external catalysts. Olefinic bearing different substituents various compatible with protocol, giving isochroman derivatives efficiently.

Language: Английский

Aromatic halogenation using carborane catalyst DOI Open Access

Chandrababu Naidu Kona,

Rikuto Oku,

Shotaro Nakamura

et al.

Chem, Journal Year: 2023, Volume and Issue: 10(1), P. 402 - 413

Published: Nov. 6, 2023

Language: Английский

Citations

24

Telluronium‐Catalyzed Halogenation Reactions: Chalcogen‐Bond Activation of N‐Halosuccinimides and Catalysis DOI Creative Commons

Loïc Groslambert,

Patrick Pale, Victor Mamane

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(43)

Published: May 24, 2024

The ability of triaryltelluronium salts to interact with N-halosuccinimides (NXS) through chalcogen bonding (ChB) in the solid state and solution is demonstrated herein. Cocrystals bearing two CF

Language: Английский

Citations

5

Directing Group Strategy for the Isolation of Organoselenium(VI) Benzoselenonates: Metal-Free Catalysts for Hydrogen Evolution Reaction DOI
Monojit Batabyal, Svastik Jaiswal, Raushan Kumar Jha

et al.

Journal of the American Chemical Society, Journal Year: 2023, Volume and Issue: 146(1), P. 57 - 61

Published: Dec. 18, 2023

The exploration of fourth-period organoelements, particularly organoseleniums in their highest VI oxidation state, is limited owing to stability and synthesis. Herein, the isolation a new class quinolinyl-embedded, hexavalent selenium(VI) benzoselenonates has been discussed further evaluated for metal-free electrocatalytic hydrogen evolution reaction (HER). Se(VI) exhibited high Faradaic efficiency (F.E.) H2 gas production up 86% with very good turnover number (TON) 43 moderate overpotential (η) 500 mV; presence mild acetic acid source less deprotonating DMF solvent. Taken together various (NMR, UV–vis, EPR) spectroscopic DFT computation studies, plausible HER pathway proposed, which suggests that electrochemical reduction quinolinyl ring initiation step acts as site by involving hydridic type intermediate generation.

Language: Английский

Citations

13

Recent progress in the organoselenium-catalyzed difunctionalization of alkenes DOI
Pei Qu, Gong‐Qing Liu

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

Published: Jan. 1, 2025

Selenium-based catalysts have recently been utilized to facilitate a variety of new organic transformations, owing their intrinsic advantages, including low cost, toxicity, stability in both air and water, strong compatibility with diverse functional groups. The difunctionalization alkenes-the process incorporating two groups onto carbon-carbon double bond-has garnered particular interest within the chemical community its significant applications synthesis. Recently, organoselenium-catalyzed alkenes has emerged as an ideal powerful route obtain high-value vicinal difunctionalized molecules. This review emphasizes recent advancements this rapidly evolving field, focusing on scope, limitations, mechanisms various reactions.

Language: Английский

Citations

0

Thianthrene/TfOH-catalyzed electrophilic halogenations using N-halosuccinimides as the halogen source DOI Creative Commons

Haofeng Shi,

Jingran Zhang,

Xuemin Li

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: 15(32), P. 13058 - 13067

Published: Jan. 1, 2024

A thianthrene (TT)/TfOH-catalyzed electrophilic halogenation has been developed, enabling broad substrate applicability and diverse types via the generation of a TT-based halogenated thianthrenium salt.

Language: Английский

Citations

3

Both N-F oxidant and NaF determined reaction yield in the organoselenium-catalyzed oxidative ring-closing reaction of unsaturated alcohol: A theoretical study DOI
Chao-Xian Yan,

Lei-Tao Wei,

Weiqin Gao

et al.

Molecular Catalysis, Journal Year: 2024, Volume and Issue: 567, P. 114442 - 114442

Published: Aug. 13, 2024

Language: Английский

Citations

2

Benzoimidazolyl Organoseleniums: Antioxidant Activity and Catalysts for Selective Iodination of Arenes and Nitro-Michael Reaction DOI
Monojit Batabyal, Deeksha Chaurasia, Priyanka Rani Panda

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(19), P. 14328 - 14340

Published: Sept. 16, 2024

Here, the synthesis and catalytic activities of benzoimidazole-derived organoselenium compounds have been explored. The synthesized bis(2-benzoimidazolyl) diselenide, having increased Lewis acidity on selenium center, outperforms simple phenyl

Language: Английский

Citations

2

Chalcogen Bond Catalysis with Telluronium Cations for Bromination Reaction: Importance of Electrostatic and Polarization Effects DOI
Yanjiang Wang, Chang Zhao, Wen‐Kai Chen

et al.

Chemistry - A European Journal, Journal Year: 2023, Volume and Issue: 29(71)

Published: Sept. 25, 2023

Recently, chalcogen bond catalysts with telluronium cations have garnered considerable attention in organic reactions. In this work, catalysis on the bromination reaction of anisole N-bromosuccinimide (NBS) cationic has been explored density functional theory (DFT). The catalytic is divided into two stages: bromine transfer step and proton step. Based computational results, one can find rate-determining Moreover, present study elucidates that a stronger between NBS will give better performance. Additionally, work also clarified importance electrostatic polarization effects oxygen atom Te catalyst reaction. are significantly influenced by electron-withdrawing ability substitution groups catalysts. structure-property relationship strength bond, effect, effect performance established for design more efficient

Language: Английский

Citations

6

Tandem asymmetric dearomatized functionalization reaction of phenols with Evans-ynamides enabled by divergent electrophiles DOI
Yingqi Zhang,

Gan-Lu Qian,

Yun Liu

et al.

Science China Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 13, 2024

Language: Английский

Citations

1

Halogen and Chalcogen Activation by Nucleophilic Catalysis DOI
Haripriyo Mondal

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: unknown

Published: July 23, 2024

Abstract The high utility of halogenated organic compounds has prompted the development numerous transformations that install carbon‐halogen motif. Halogen functionalities, deemed as “functional and functionalizable” molecules due to their capacity modulate diverse internal properties, constitute a pivotal strategy in drug discovery development. Traditional routes these building blocks have commonly involved multiple steps, harsh reaction conditions, use stoichiometric and/or toxic reagents. With emergence solid halogen carriers such N ‐halosuccinimides, halohydantoins popular sources halonium ions, past decade witnessed enormous growth new catalytic strategies for halofunctionalization. This review aims provide nuanced perspective on nucleophilic activators roles activation. It will highlight critical discoveries effecting racemic asymmetric variants reactions, driven by catalysts, activation modes, improved understanding chemical reactivity kinetics.

Language: Английский

Citations

1