Recent developments and perspectives in the copper-catalyzed multicomponent synthesis of heterocycles

RSC Advances, Journal Year: 2021, Volume and Issue: 11(6), P. 3452 - 3469

Published: Jan. 1, 2021

Heterocycles are abundant in several pharmaceutical and naturally occurring compounds. Copper-catalyzed multicomponent reactions a convenient method for easy access to heterocycles. In this review, we focus on the advancement field past two years.

Language: Английский

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Amine-catalyzed synthesis of N2-sulfonyl 1,2,3-triazole in water and the tunable N2-H 1,2,3-triazole synthesis in DMSO via metal-free enamine annulation

Chinese Chemical Letters, Journal Year: 2021, Volume and Issue: 33(2), P. 855 - 858

Published: Aug. 8, 2021

Language: Английский

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Copper-Catalyzed Annulation of Oxime Acetates with α-Amino Acid Ester Derivatives: Synthesis of 3-Sulfonamido/Imino 4-Pyrrolin-2-ones

Organic Letters, Journal Year: 2020, Volume and Issue: 22(9), P. 3381 - 3385

Published: April 13, 2020

A copper-catalyzed annulation of oxime acetates and α-amino acid ester derivatives for the easy preparation 4-pyrrolin-2-ones bearing a 3-amino group has been developed. This process features oxidation amines with esters as internal oxidant to produce active 1,3-dinucleophilic 1,2-dielectrophilic species concurrently. The subsequent nucleophilic cyclization realizes efficient construction 4-pyrrolin-2-one derivatives.

Language: Английский

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Immobilization of Pd(0) nanoparticles on polyaza-ligand-functionalized polyacrylonitrile fiber as highly active catalyst for the Heck reaction

Journal of Catalysis, Journal Year: 2023, Volume and Issue: 427, P. 115121 - 115121

Published: Sept. 12, 2023

Language: Английский

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α‐Halocarbonyls as a Valuable Functionalized Tertiary Alkyl Source

ChemistryOpen, Journal Year: 2024, Volume and Issue: unknown

Published: July 11, 2024

Abstract This review introduces the synthetic organic chemical value of α‐bromocarbonyl compounds with tertiary carbons. compound a carbon has been used primarily only as radical initiator in atom transfer polymerization (ATRP) reactions. However, recent development photo‐radical reactions (around 2010), research on use alkyl precursors became popular 2012). As more examples were reported, studied not radicals but also for their applications organometallic and ionic That is, act nucleophiles well electrophiles. The carbonyl group is attractive because it allows skeleton to be converted after reaction, being applied total synthesis. In our survey until 2022, can perform full range necessary synthesis, including multi‐component reactions, cross‐coupling, substitution, cyclization, rearrangement, stereospecific asymmetric α‐Bromocarbonyl have created new trend alkylation, which then had limited reaction patterns focuses how chemistry.

Language: Английский

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A review on quinolines: New green synthetic methods and bioactive potential

European Journal of Pharmaceutical Sciences, Journal Year: 2025, Volume and Issue: unknown, P. 107097 - 107097

Published: April 1, 2025

Quinolines have been an interest of study for a few decades due to the importance this system in natural and pharmaceutical products. Since their discovery nineteenth century, many medicinal properties found quinoline compounds. Firstly, as anti-parasitic agent against malaria then other diseases, such as, parasitic infections, HIV, bacterial infections cancer. Consequently, synthetic methods developed afford ring. In review we look back at traditional forward most recent promising "green" synthesis quinolines. Also, newest advances therapeutic compounds based on skeleton treatment cancer diseases applications derivatives drug delivery systems.

Language: Английский

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Silver-Promoted Direct Phosphorylation of Bulky C(sp²)–H Bond to Build Fully Substituted β-Phosphonodehydroamino Acids

Organic Letters, Journal Year: 2020, Volume and Issue: 22(16), P. 6414 - 6419

Published: Aug. 4, 2020

A general and practical cross-dehydrogenative coupling protocol between readily available trisubstituted α,β-dehydro α-amino carboxylic esters H-phosphites is described. This C(sp2)–H phosphorylation reaction proceeds with absolute Z-selectivity promoted by silver salt in a radical relay manner. The bulky tetrasubstituted β-phosphonodehydroamino acids were obtained grams added new modules to the toolkit for peptide modifications.

Language: Английский

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Synthesis of 3-Alkoxy-4-Pyrrolin-2-ones via Rhodium(II)-Catalyzed Denitrogenative Transannulation of 1H-1,2,3-Triazoles with Diazo Esters

Organic Letters, Journal Year: 2020, Volume and Issue: 22(20), P. 7958 - 7963

Published: Oct. 7, 2020

A method for the synthesis of densely substituted 4-pyrrolin-2-ones by Rh(II)-catalyzed denitrogenative transannulation 1-alkyl-4-aryl-1H-1,2,3-triazoles with diazo esters has been developed. The reaction proceeds via an attack rhodium-bound carbene at N2 atom triazole and formation unstable 3,4-dihydro-1,2,4-triazine, which further undergoes ring contraction to a 4-pyrrolin-2-one under rhodium catalysis. is inapplicable 1,2,3-triazoles primary alkyl substituent C4, afford stable 1,2,3-triazol-3-ium ylides as main products.

Language: Английский

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Low‐Cost Transition Metal‐Catalyzed Heck‐Type Reactions: An Overview

European Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 2022(7)

Published: Jan. 25, 2022

Abstract Heck coupling has emerged as an effective and powerful tool for C−C bond formations, with applications in academic industrial grounds. The conventional Mizoroki‐Heck reaction employed expensive Pd based catalysts, however, developments to meet low‐cost replacements is relevant from a sustainable point of view. Heck‐type couplings involving cost‐effective transition metals such Fe, Co, Ni, Cu have been established the recent decades. Herein, we comprehended metal‐catalyzed covering literature 2016.

Language: Английский

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Catalytic asymmetric de novo construction of 4-pyrrolin-2-ones via intermolecular formal [3+2] cycloaddition of azoalkenes with azlactones

Chemical Communications, Journal Year: 2023, Volume and Issue: 59(39), P. 5902 - 5905

Published: Jan. 1, 2023

The chiral phosphoric acid-catalyzed asymmetric intermolecular formal [3+2] cycloaddition of azoalkenes with azlactones has been established. This convergent protocol leads to a facile and enantioselective de novo construction wide range fully substituted 4-pyrrolin-2-ones bearing carbon atom in good yields excellent enantioselectivities (26 examples, 72-95% 87-99% ee).

Language: Английский

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