Cited by From A<sup>3</sup>/KA<sup>2</sup> to AYA/KYA multicomponent coupling reactions with terminal ynamides as alkyne surrogates – a direct, green route to γ-amino-ynamides

An Overview of Recent Advances in Enantioselective Multicomponent Reactions DOI

Atieh Rezvanian,

Elham Mardi,

Pezhman Shiri

et al.

Journal of Molecular Structure, Journal Year: 2025, Volume and Issue: unknown, P. 141768 - 141768

Published: Feb. 1, 2025

Language: Английский

Citations

Rapid sp³-Enriched Scaffold Generation via a Selective Aziridine Amide Ring-Opening Reaction DOI

Masahito Abe, Jeremy S. Coleman, Christopher C. Presley

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(5), P. 3500 - 3508

Published: Feb. 10, 2024

Language: Английский

Citations

Recent Advances in the Synthesis of Ynamides DOI

Yongli Zhao,

Yongliang Tu,

Mingzhong Cai

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 42(1), P. 85 - 85

Published: Jan. 1, 2022

Ynamides are a class of special ynamines bearing an electron-withdrawing group on the nitrogen atom.The endows ynamides optimal balance between stability and activity, thus enabling to be versatile synthons widely used in organic synthetic chemistry.The ynamide chemistry has witnessed rapid development over past two decades.As consequence, its methods have attracted widespread attention.In this context, recent advances synthesis reviewed herein.According structure main starting materials, contents classified as with haloenamides, alkynes or derivatives, dihalo-substituted alkenes.The representative mechanisms also discussed.

Language: Английский

Citations

Ynamides in Radical Reactions: A Route to Original Persubstituted 2-Aminofurans DOI

Aurélien Galibert-Guijarro,

Dominique Mouysset,

Liliane Mimoun

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(4), P. 2464 - 2473

Published: Jan. 30, 2023

Mn(OAc)3/Cu(OAc)2-mediated reaction between ynamides, derived from oxazolidone or 3-methylindole carboxylate, and cyclic α-dicarbonyl radicals led to the one-pot synthesis of 2-aminofurans. The transformation involves addition radical ynamide, oxidation ketene-iminium, polar cyclization steps provide original persubstituted 2-aminofurans in good excellent yields. This work represents first route for furans ynamides.

Language: Английский

Citations

Atom-economic and stereoselective catalytic synthesis of fully substituted enol esters/carbonates of amides in acyclic systems enabled by boron Lewis acid catalysis DOI

Yuanjiu Xiao, Lei Tang, Tongtong Xu

et al.

Chemical Science, Journal Year: 2023, Volume and Issue: 14(21), P. 5608 - 5618

Published: Jan. 1, 2023

A boron Lewis acid catalyzes trans-carboacyloxylations of ynamides with esters to afford fully substituted acyclic enol esters/carbonates in high yields and excellent stereocontrol.

Language: Английский

Citations

Metal-free hydroalkoxylation of ynesulfonamides with alcohols DOI

Hanhan Wang, Mengjun Hu, Xiaona Wang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 20(16), P. 3408 - 3412

Published: Jan. 1, 2022

Efforts for developing a convenient and expeditious method synthesizing alkoxy-substituted enamides via nucleophilic addition of alcohols to ynesulfonamides are described. This sequence is completely regioselective highly stereoselective, leads the hydroalkoxylation products in high yields under mild reaction conditions.

Language: Английский

Citations

Synthesis of Enamides through Hydro‐Functionalization of Ynamides DOI

Archana Mishra, Subhransu S. Pati, Jaya Prakash Das

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(40)

Published: July 22, 2024

Abstract Most of the methods for synthesis functionalized enamides from ynamides were developed in last two decades showing contemporary interest exploration ynamide chemistry. The utilization intrinsic reactivity triple bond through keteniminium intermediacy, coordination with metals, and as a radical acceptor toward development strategies reflect constant strive creativity design execution synthetic methods. present review summarizes during is divided into sections depending on type hydrofunctionalization reaction. It may be predicted that this field chemistry will continue to grow exponentially coming years ready availability wide range now provides an excellent opportunity further enrich mainstream methodologies.

Language: Английский

Citations

Asymmetric synthesis of polycyclic spiroindolines via the Dy-catalyzed cascade reaction of 3-(2-isocyanoethyl)indoles with aziridines DOI

Pei Dong, Zhaojing Li, Xiaohua Liu

et al.

Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(17), P. 4591 - 4597

Published: Jan. 1, 2022

An asymmetric cascade reaction catalyzed by a chiral N , ′-dioxide–Dy( iii ) complex was realized to construct the valuable [6,5,5,6] tetracyclic spiroindolines with good yields and enantioselectivities concise one-step protocol.

Language: Английский

Citations

Nonmetal-catalyzed hydroamination of ynamides with amines DOI

Yanru Wang, Zhen Zhao,

Songkui Lv

et al.

Organic Chemistry Frontiers, Journal Year: 2021, Volume and Issue: 8(22), P. 6244 - 6251

Published: Jan. 1, 2021

A TfOH-catalyzed hydroamination of ynamides with primary and secondary amines under mild reaction conditions is described for the efficient synthesis N -arylimines ethene-1,1-diamines.

Language: Английский

Citations

From A³/KA² to AYA/KYA multicomponent coupling reactions with terminal ynamides as alkyne surrogates – a direct, green route to γ-amino-ynamides DOI

Fabian Schlimpen,

Tun Ast,

Valérie Bénéteau

et al.

Green Chemistry, Journal Year: 2022, Volume and Issue: 24(17), P. 6467 - 6475

Published: Jan. 1, 2022

A copper-catalysed three-component coupling reaction between a carbonyl derivative, terminal ynamide and an amine has been developed for the one-pot construction of γ-amino-ynamides under mild environmentally-friendly conditions.

Language: Английский

Citations