scholarly journals One-pot sequential synthesis of isocyanates and urea derivatives via a microwave-assisted Staudinger–aza-Wittig reaction

2013 ◽  
Vol 9 ◽  
pp. 2378-2386 ◽  
Author(s):  
Diego Carnaroglio ◽  
Katia Martina ◽  
Giovanni Palmisano ◽  
Andrea Penoni ◽  
Claudia Domini ◽  
...  
Keyword(s):  
Wittig Reaction ◽  
Scale Up ◽  
Alkyl Halides ◽  
Secondary Amines ◽  
Nucleophilic Substitutions ◽  
One Pot ◽  
Urea Derivatives ◽  
Step Process ◽  
Microwave Assisted ◽  
Simple Filtration

A fast and efficient protocol for the synthesis of N,N'-disubstituted urea derivatives from alkyl halides and primary or secondary amines has been developed. The synthetic pathway combines nucleophilic substitutions and a Staudinger–aza-Wittig reaction in the presence of polymer-bound diphenylphosphine under 14 bar of CO2 pressure and has been performed in a one-pot two-step process. The protocol has been optimized under microwave irradiation and the scale-up experiment has been conducted under conventional conditions in a Parr reactor. The final compounds were isolated after simple filtration in almost quantitative overall yields which makes this procedure facile and rapid to execute.

A one-pot process for the microwave-assisted synthesis of 7-substituted pyrazolo[1,5-a]pyrimidine

RSC Advances ◽  
2016 ◽  
Vol 6 (4) ◽  
pp. 3301-3306 ◽  
Author(s):  
Ibtissam Bassoude ◽  
Zahira Tber ◽  
El Mokhtar Essassi ◽  
Gérald Guillaumet ◽  
Sabine Berteina-Raboin
Keyword(s):  
Microwave Assisted Synthesis ◽  
Efficient Synthesis ◽  
One Pot ◽  
Step Process ◽  
Microwave Assisted ◽  
Decarboxylation Reaction

An efficient synthesis of 7-substituted pyrazolo[1,5-a]pyrimidines using a one-pot, two-step process via Pd-catalyzed direct CH-arylation followed by a saponification–decarboxylation reaction is reported.

An Efficient and Concise Synthesis of N-3-Substituted 9-Methoxy-4H-[1]-benzopyrano[2,3-d]pyrimidine-4(5H)-imines and Form­amidine Derivatives from Methyl N-(3-Cyano-8-methoxy-4H-[1]-benzopyran-2-yl)methanimidate

Synthesis ◽  
2017 ◽  
Vol 49 (16) ◽  
pp. 3768-3774
Author(s):  
Houcine Ammar ◽  
Jean-Pierre Bazureau ◽  
Ali Bouattour ◽  
Mehdi Fakhfakh ◽  
Souhir Abid ◽  
...  
Keyword(s):  
13C Nmr ◽  
Secondary Amines ◽  
Primary Amines ◽  
Microwave Assisted ◽  
Simple Filtration

A four-step microwave-assisted reaction of N-3-susbstituted 4H-[1]-benzopyrano[2,3-d]pyrimidine-4(5H)-imines and formamidine derivatives was successfully developed from primary amines, cyclic secondary amines, and methyl N-(3-cyano-8-methoxy-4H-[1]-benzopyran-2-yl)methanimidate as key intermediate. The simplicity of the microwave protocols gave facile possibilities of isolation of the desired products by simple filtration. The synthesized compounds were obtained in good yields and purity, and characterized by 1H, 13C NMR, IR, and HRMS analyses.

Metal-free one-pot three-step process for the direct conversion of aryl alkynes into secondary amines with TfOH/B2(OH)4

2019 ◽  
Vol 60 (3) ◽  
pp. 327-330 ◽  
Author(s):  
Yongsheng Chen ◽  
Sensheng Liu ◽  
Peng Cui ◽  
Yin Zhang ◽  
Qixing Liu ◽  
...  
Keyword(s):  
Direct Conversion ◽  
Secondary Amines ◽  
One Pot ◽  
Step Process ◽  
Metal Free ◽  
Aryl Alkynes

scholarly journals Cross-Linked Cyclodextrins Bimetallic Nanocatalysts: Applications in Microwave-Assisted Reductive Aminations

Molecules ◽  
2020 ◽  
Vol 25 (2) ◽  
pp. 410
Author(s):  
Emanuela Calcio Gaudino ◽  
Elisa Acciardo ◽  
Silvia Tabasso ◽  
Maela Manzoli ◽  
Giancarlo Cravotto ◽  
...  
Keyword(s):  
Reductive Amination ◽  
Nitro Compounds ◽  
Secondary Amines ◽  
Cross Linking ◽  
Reaction Conditions ◽  
One Pot ◽  
Microwave Assisted ◽  
Aldehydes And Ketones ◽  
Bimetallic Nanocatalysts ◽  
High Yields

The optimization of sustainable protocols for reductive amination has been a lingering challenge in green synthesis. In this context, a comparative study of different metal-loaded cross-linked cyclodextrins (CDs) were examined for the microwave (MW)-assisted reductive amination of aldehydes and ketones using either H2 or formic acid as a hydrogen source. The Pd/Cu heterogeneous nanocatalyst based on Pd (II) and Cu (I) salts embedded in a β-CD network was the most efficient in terms of yield and selectivity attained. In addition, the polymeric cross-linking avoided metal leaching, thus enhancing the process sustainability; good yields were realized using benzylamine under H2. These interesting findings were then applied to the MW-assisted one-pot synthesis of secondary amines via a tandem reductive amination of benzaldehyde with nitroaromatics under H2 pressure. The formation of a CuxPdy alloy under reaction conditions was discerned, and a synergic effect due to the cooperation between Cu and Pd has been hypothesized. During the reaction, the system worked as a bifunctional nanocatalyst wherein the Pd sites facilitate the reduction of nitro compounds, while the Cu species promote the subsequent imine hydrogenation affording structurally diverse secondary amines with high yields.

ChemInform Abstract: A Convenient One-Pot Synthesis of Secondary Amines via Aza-Wittig Reaction.

ChemInform ◽  
2010 ◽  
Vol 23 (41) ◽  
pp. no-no
Author(s):  
T. GAJDA ◽  
A. KOZIARA ◽  
K. OSOWSKA-PACEWICKA ◽  
S. ZAADZKI ◽  
A. ZWIERZAK
Keyword(s):  
Wittig Reaction ◽  
Secondary Amines ◽  
One Pot ◽  
One Pot Synthesis

A One-Pot, Solid-Phase Synthesis of Secondary Amines from Reactive Alkyl Halides and an Alkyl Azide

Synlett ◽  
2008 ◽  
Vol 2008 (1) ◽  
pp. 97-99 ◽  
Author(s):  
Björn Classon ◽  
Susana Ayesa ◽  
Bertil Samuelsson
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Alkyl Halides ◽  
Secondary Amines ◽  
One Pot ◽  
Phase Synthesis

scholarly journals A microwave-assisted highly stereoselective one-pot Wittig reaction undersolvent-free conditions

2019 ◽  
Vol 43 (2) ◽  
pp. 705-712
Author(s):  
Kalyani RAJKUMARI ◽  
Bittu LAMA ◽  
Lalthazuala ROKHUM
Keyword(s):  
Wittig Reaction ◽  
One Pot ◽  
Microwave Assisted

Microwave-assisted synthesis of asymmetric disulfides

RSC Advances ◽  
2014 ◽  
Vol 4 (54) ◽  
pp. 28794-28797 ◽  
Author(s):  
Xiaogang Lu ◽  
Hongmei Wang ◽  
Runli Gao ◽  
Daoming Sun ◽  
Xiaojing Bi
Keyword(s):  
Alkyl Halides ◽  
Microwave Assisted Synthesis ◽  
One Pot ◽  
Time Saving ◽  
Microwave Assisted

This paper reports an efficient, odorless and one-pot procedure for the synthesis of benzyl alkyl disulfides using mixtures of thiourea, alkyl halides, and benzyl thiocyanates. The reactions carried out in water with the assistance of microwave enable a time-saving process.

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