Ruthenium-catalyzed synthesis of N-substituted lactams by acceptorless dehydrogenative coupling of diols with primary amines

2019 ◽  
Vol 55 (82) ◽  
pp. 12384-12387 ◽  
Author(s):  
Yanling Zheng ◽  
Xufeng Nie ◽  
Yang Long ◽  
Li Ji ◽  
Haiyan Fu ◽  
...  
Keyword(s):  
Phosphine Ligand ◽  
Primary Amines ◽  
Dehydrogenative Coupling ◽  
One Step

The first synthesis of N-substituted lactams via an acceptorless dehydrogenative coupling of diols with primary amines in one step was enabled by combining Ru3(CO)12 with a hybrid N-heterocyclic carbene–phosphine–phosphine ligand as the catalyst.

scholarly journals A Single-Step Synthesis of Azetidine-3-Amines

2020 ◽  
Author(s):  
Brian J Wang ◽  
Matthew Duncton
Keyword(s):  
Functional Groups ◽  
Late Stage ◽  
Single Step ◽  
Secondary Amines ◽  
High Yield ◽  
Primary Amines ◽  
Privileged Structure ◽  
One Step ◽  
Alternative Procedures ◽  
Approved Drugs

<div> <p>The azetidine group is frequently encountered within contemporary medicinal chemistry where it is viewed as a privileged structure. However, the introduction of an azetidine can be synthetically challenging. Herein, a straight-forward one step synthesis of azetidine-3-amines, starting from a bench stable, commercial material is presented. The reaction tolerates functional groups commonly encountered in biological-, medicinal- and agro-chemistry, and proceeds in moderate-to-high yield with secondary amines, and moderate-to-low yield with primary amines. The methodology compares favorably to recent alternative procedures and can be utilized in “any-stage” functionalization, including late-stage azetidinylation of approved drugs and other compounds with pharmacological activity.</p> </div>

Dehydrogenative coupling promoted by copper catalysts: a way to optimise and upgrade bio-alcohols

2017 ◽  
Vol 7 (6) ◽  
pp. 1386-1393 ◽  
Author(s):  
Nicola Scotti ◽  
Federica Zaccheria ◽  
Claudio Evangelisti ◽  
Rinaldo Psaro ◽  
Nicoletta Ravasio
Keyword(s):  
Copper Catalysts ◽  
One Pot ◽  
Excellent Yield ◽  
Dehydrogenative Coupling ◽  
One Step

A one-pot one-step transformation of butanol into butyl butanoate takes place with excellent yield on a Cu/ZrO2 catalyst.

A simple route towards the synthesis of 1,4,5-trisubstituted 1,2,3-triazoles from primary amines and 1,3-dicarbonyl compounds under metal-free conditions

2019 ◽  
Vol 17 (25) ◽  
pp. 6148-6152 ◽  
Author(s):  
Ningxin Guo ◽  
Xiufen Liu ◽  
Hongyan Xu ◽  
Xi Zhou ◽  
Huaiqing Zhao
Keyword(s):  
Primary Amines ◽  
Dicarbonyl Compounds ◽  
Simple Route ◽  
Metal Free ◽  
One Step

A metal-free protocol for the synthesis of fully substituted 1,2,3-triazoles in a one-step reaction from easily available primary amines, 1,3-dicarbonyl compounds and tosyl azide was developed under air.

New Nitrogen-Rich Tripodal Molecules Based on Bis(pyrazol-1-ylmethyl)amines with Substituents Modulating Steric Hindrances and Electron Density of Donor Sites

2005 ◽  
Vol 70 (1) ◽  
pp. 34-40 ◽  
Author(s):  
Stefania Garbacia ◽  
Caroline Hillairet ◽  
Rachid Touzani ◽  
Olivier Lavastre
Keyword(s):  
Nmr Spectroscopy ◽  
Electron Density ◽  
Electron Donor ◽  
Primary Amines ◽  
Effect Of Substituents ◽  
H Nmr ◽  
Donor Acceptor ◽  
One Step ◽  
Steric Hindrances

Eight new substituted bis(pyrazol-1-ylmethyl)amines have been prepared in one step condensation of 1-(hydroxymethyl)-3,5-disubstituted pyrazoles with a series of primary amines. The effect of substituents of divers bulkiness and electron donor/acceptor power that have been introduced to these tridentate molecules is visualised by 1H NMR spectroscopy.

Reaction of N-Arylphthalisoimidium Perchlorates with Amines and Aromatic Hydrocarbons under Friedel-Crafts Conditions, a New and Convenient One-Step Method for the Synthesis of 2,3-Diaryl-3-hydroxyphthalimidines

1990 ◽  
Vol 45 (5) ◽  
pp. 707-710 ◽  
Author(s):  
M. Fekry Ismail ◽  
E. I. Enayat ◽  
F. A. El-Bassiouny ◽  
H. A. Younes
Keyword(s):  
Aromatic Hydrocarbons ◽  
Ring Opening ◽  
Primary Amines ◽  
Step Method ◽  
One Step ◽  
Phenylmagnesium Bromide

N-Arylphthalisoimidium perchlorates (1 a, b) react with primary amines via ring-opening to give N,N′-disubstituted phthalamides (3a—d). They react with aromatic hydrocarbons under Friedel-Crafts conditions to give 2,3-diaryl-3-hydroxyphthalimidines (a—i) while the reaction of 1 a with phenylmagnesium bromide involved just deprotonation to the isoimide (9) followed by rearrangement to N-phenylphthalimide (8).

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