Research progress on transition-metal-free C–N bonds cleavage of amides in the synthesis of ketones DOI
Yanlong Luo

Scientia Sinica Chimica, Journal Year: 2022, Volume and Issue: 53(2), P. 129 - 144

Published: Oct. 20, 2022

Amides compounds have a wide range of application, and many transforming strategies been reported. Transition metals-catalyzed non-decarbonylative cross-coupling reaction amides has gained considerable attention due to low cost, high efficiency, good compatibility functional groups. The reactions following disadvantages the inherent nature catalytic system: expensive catalysts, complex ligands, cocatalysts trace metals residues. transition-metal-free amide activation for synthesis ketones avoid above problems with efficiency simple treatment. From perspective sustainable development, development strategy without transition great significance. In this paper, by C–N bond cleavage were reviewed. main contents as follows: (1) direct addition alkali metal/alkaline-earth metal reagents amides; (2) Brønsted base-promoted alkanes activated groups; (3) based on strategy; (4) acid-promoted Friedel-Crafts acylation amide; (5) Lewis between alkyl ketone. This review provides inspiration subsequent economic green reaction.

Language: Английский

Synthesis of 1,3‐Dicarbonyl Compounds usingN‐Cbz Amides as an Acyl Source under Transition‐metal‐free Conditions at Room Temperature DOI
Shweta Singh, Jeyakumar Kandasamy

Asian Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 11(10)

Published: Aug. 17, 2022

Abstract A wide range of functionalized N ‐Cbz amides underwent base‐promoted C−C coupling reactions with enolizable esters, ketones and to afford 1,3‐dicarbonyl compounds under mild conditions. The proceeded at room temperature in the presence LiHMDS cyclopentyl methyl ether (CPME). desired β‐ketoesters, β‐keto 1,3‐diketones were obtained good excellent yields a short reaction time. Broad substrate scope, functional group tolerance metal‐free conditions are merits developed methodology.

Language: Английский

Citations

3

Corey-Chaykovsky Reaction and Related Processes DOI
Jean‐François Brière, Stéphane Perrio, Vincent Reboul

et al.

Elsevier eBooks, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

Language: Английский

Citations

0

Esterification of N-Benzyl-N-t-butoxycarbonyl-amides and Unsaturated Alcohol under Transition Metal-Free Conditions DOI Open Access

Yunhui Wan,

Fu‐Mei Yang,

Minghan Chen

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 44(4), P. 1293 - 1293

Published: Jan. 1, 2024

A metal-free catalytic system for the esterification reaction of N-benzyl-N-t-butoxycarbonyl-amides with unsaturated alcohols was reported.With assistance amounts lithium tert-butoxide, highly reactive N-t-butoxycarbonyl-amides were able to act as electrophiles and undergo reactions produce a series esters in excellent yields.Furthermore, this allowed relatively mild conditions, making it suitable choice late-stage modification natural products drug molecules.

Language: Английский

Citations

0

Photocatalytic C3-H acylmethylation of quinoxalinone with sulfoxonium ylides for the synthesis of 3-(γ-dicarbonyl)-quinoxalin-2(1H)-ones DOI
Wenli Li,

Dong‐Liang Zhang,

Yihong Wang

et al.

Molecular Catalysis, Journal Year: 2024, Volume and Issue: 563, P. 114245 - 114245

Published: June 1, 2024

Language: Английский

Citations

0

Research progress on transition-metal-free C–N bonds cleavage of amides in the synthesis of ketones DOI
Yanlong Luo

Scientia Sinica Chimica, Journal Year: 2022, Volume and Issue: 53(2), P. 129 - 144

Published: Oct. 20, 2022

Amides compounds have a wide range of application, and many transforming strategies been reported. Transition metals-catalyzed non-decarbonylative cross-coupling reaction amides has gained considerable attention due to low cost, high efficiency, good compatibility functional groups. The reactions following disadvantages the inherent nature catalytic system: expensive catalysts, complex ligands, cocatalysts trace metals residues. transition-metal-free amide activation for synthesis ketones avoid above problems with efficiency simple treatment. From perspective sustainable development, development strategy without transition great significance. In this paper, by C–N bond cleavage were reviewed. main contents as follows: (1) direct addition alkali metal/alkaline-earth metal reagents amides; (2) Brønsted base-promoted alkanes activated groups; (3) based on strategy; (4) acid-promoted Friedel-Crafts acylation amide; (5) Lewis between alkyl ketone. This review provides inspiration subsequent economic green reaction.

Language: Английский

Citations

2