3d-Metal Catalyzed C–C Bond Formation Through α-Alkylation of Ester, Amide, and Nitriles with Alcohol via Dehydrogenative Coupling DOI
Koushik Sarkar, Animesh Das, Biplab Maji

et al.

Topics in organometallic chemistry, Journal Year: 2023, Volume and Issue: unknown, P. 63 - 91

Published: Jan. 1, 2023

Language: Английский

Synthesis of P-stereogenic cyclicphosphinic amidesviaelectrochemically enabled cobalt-catalyzed enantioselective C–H annulation DOI
Tao Liu,

Wangqin Zhang,

Chao Xu

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(9), P. 3606 - 3614

Published: Jan. 1, 2023

We describe a cobalta-electro-catalyzed enantioselective C–H annulation of arylphosphinamides with alkynes for P-stereogenic compounds via desymmetrization and kinetic resolution processes.

Language: Английский

Citations

40
Harnessing alcohols as sustainable reagents for late-stage functionalisation: synthesis of drugs and bio-inspired compounds DOI
Sourajit Bera, Lalit Mohan Kabadwal, Debasis Banerjee

et al.

Chemical Society Reviews, Journal Year: 2024, Volume and Issue: 53(9), P. 4607 - 4647

Published: Jan. 1, 2024

This review collectively discussed the utilisation of alcohols in various organic transformations and their application toward intermediates drugs, drug derivatives natural product-like molecules.

Language: Английский

Citations

16
Selective electrochemical thiocyanation/selenocyanation of C(sp3)-H and C(sp2)-H bonds DOI
Zhihao Wang, Binbin Chen, Qing Pang

et al.

Molecular Catalysis, Journal Year: 2024, Volume and Issue: 559, P. 114060 - 114060

Published: March 21, 2024

Language: Английский

Citations

4
Manganese-catalyzed cyclopropanation of allylic alcohols with sulfones DOI Creative Commons

Ke Yu,

Qin Nie,

Qianjin Chen

et al.

Nature Communications, Journal Year: 2024, Volume and Issue: 15(1)

Published: Aug. 9, 2024

Cyclopropanes are among the most important structural units in natural products, pharmaceuticals, and agrochemicals. Herein, we report a manganese-catalyzed cyclopropanation of allylic alcohols with sulfones as carbene alternative precursors via borrowing hydrogen strategy under mild conditions. Various arylmethyl trifluoromethyl work efficiently this transformation thereby deliver corresponding cyclopropylmethanol products 58% to 99% yields. Importantly, major benefit is that versatile free alcohol moiety retained resultant which can undergo wide range downstream transformations provide access series functional molecules. Mechanistic studies support sequential reaction mechanism involves catalytic dehydrogenation, Michael addition, cyclization, hydrogenation.

Language: Английский

Citations

4
Recent Developments of Transition‐Metal‐Catalyzed Cross‐Coupling of Nitriles and Alcohols DOI
Xiuju Cai,

Xurui Wei,

Ming Huang

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(32)

Published: Aug. 22, 2024

Abstract Cross‐coupling of nitriles and alcohols offers an environmentally friendly atom‐economical method for the synthesis various valuable compounds. These compounds include α ‐alkylated ‐olefinated nitriles, primary amines, imines, N ‐alkylation amides, ‐heterocycles, δ ‐hydroxynitriles, olefins, etc . Herein, we have reviewed recent developments (from 2013–date) transition‐metal‐catalyzed cross‐coupling alcohols. A number transition metal complexes such as noble metals Ru Ir, well base Mn, Fe, Co, Ni are presented. Moreover, different product types, reaction conditions mechanisms discussed to understand catalyst development.

Language: Английский

Citations

4
Blue-light induced iron-catalyzed chemoselective α-alkylation and α-olefination of arylacetonitriles with alcohols DOI
Dingguo Song, Shiliang Wang, Weiwei Huang

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(23), P. 5908 - 5915

Published: Jan. 1, 2023

This work describes the blue-light induced iron-catalyzed divergent synthesis of α-alkylated nitriles and α,β-substituted acrylonitriles from arylacetonitriles alcohols at room temperature.

Language: Английский

Citations

9
Silver Supported Nanoparticles on [Mg4Al‐LDH] as an Efficient Catalyst for the α‐Alkylation of Nitriles, Oxindoles and Other Carboxylic Acid Derivatives with Alcohols DOI Creative Commons
Luis Izquierdo‐Aranda, Rosa Adam, Jose R. Cabrero‐Antonino

et al.

ChemSusChem, Journal Year: 2023, Volume and Issue: 16(23)

Published: July 24, 2023

An efficient heterogeneous silver-catalyzed α-alkylation of nitriles and oxindoles using alcohols via borrowing hydrogen strategy has been developed for the first time. The active nanostructured material, namely [Ag/Mg4 Al-LDH], composed by silver nanoparticles (3-4 nm average particle size) homogeneously stabilized onto a [Mg4 Al-LDH] support with suitable Brønsted basic properties, constitutes stable catalyst sustainable building novel C-C bonds from C-nucleophiles. By applying this catalyst, broad range α-functionalized accessed good to excellent isolated yields without addition external bases. Moreover, nanocatalyst also demonstrated its successful application cyclization N-[2-(hydroxymethyl)phenyl]-2-phenylacetamides afford 3-arylquinolin-2(1H)-ones, through one-pot dehydrogenation intramolecular α-alkylation. Control experiments, kinetic studies, characterization data variety [Ag/LDH]-type materials confirmed role in hydrogenation steps, while matrix is able catalyze condensation. Interestingly, these studies suggest as key point activity comparison other nanocatalysts, acid-base properties material.

Language: Английский

Citations

8
Development of an imidazole-based N,N-bidentate ligand for the manganese catalyzed direct coupling of nitriles with alcohols DOI Creative Commons
Qian Tang, Dingguo Song,

Kali Zhang

et al.

RSC Advances, Journal Year: 2024, Volume and Issue: 14(19), P. 12978 - 12982

Published: Jan. 1, 2024

This work describes the manganese catalyzed direct coupling of nitriles with alcohols assistance a set simple and new imidazole-based N , -bidentate ligands.

Language: Английский

Citations

3
Room‐Temperature Synthesis of α‐Alkylated Indolin‐2‐ones via a Photo Assisted Iron Catalyzed Borrowing Hydrogen Reaction DOI
Dingguo Song, Rong Chen, Weiwei Huang

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(8), P. 1893 - 1898

Published: Feb. 29, 2024

Abstract We reported a visible‐light‐induced iron‐catalyzed α ‐alkylation of oxindoles with alcohols to offer variety ‐alkyled at room temperature. This reaction featured broad substrate scope good functional tolerance under simple conditions. Through series controlled experiments, we tried elucidated the important role light in this borrowing hydrogen (BH) reaction.

Language: Английский

Citations

2
Divergent Synthesis of Pyrazoles via Manganese Pincer Complex Catalyzed Acceptorless Dehydrogenative Coupling Reactions DOI
Koushik Sarkar, Pramod Kumar,

Arjun Mule

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(36)

Published: April 24, 2024

Abstract This report detailed the synthesis of multi‐substituted pyrazoles through acceptorless dehydrogenative coupling (ADC) reaction catalyzed by a well‐defined manganese(I)‐pincer complex. Symmetrically substituted were synthesized reacting 1,3‐diols with hydrazines. Unsymmetrically selectively made via ADC primary alcohols methyl hydrazones. Water and hydrogen are liberated as green byproducts. The endurance these methodologies has been presented producing 30 substrates varied functionalities. Model reactions scaled up to demonstrate practicability. rate order measured transparent involvement reagents during catalysis. Control experiments elucidated plausible mechanisms.

Language: Английский

Citations

1