Tandem reaction of Morita–Baylis–Hillman alcohols derived from acrylic nitrile with 2-aminobenzimidazole in ionic liquid [BMIM]Cl/H2O

2012 ◽  
Vol 90 (1) ◽  
pp. 85-91 ◽  
Author(s):  
Yan Wang ◽  
Li Liu ◽  
Dong Wang ◽  
Yong-Jun Chen

The tandem reaction of Morita–Baylis–Hillman (MBH) alcohols 1a–1l derived from acrylic nitrile with 2-aminobenzimidazole (2) in ionic iquid (IL) [BMIM]Cl/H2O without additional catalyst was developed for the efficient synthesis of benzimidazol[1,2-a]pyrimidin-7(8H)-imine compounds. The tandem reaction included aza-Michael addition and intramolecular addition of an amino group to the cyano group in one pot. The combination of ionic liquid and water was found to be the best reaction medium, which played a role for accelerating the tandem reaction.

Synlett ◽  
2017 ◽  
Vol 28 (10) ◽  
pp. 1183-1186 ◽  
Author(s):  
Nobuhiro Obara ◽  
Takeshi Watanabe ◽  
Tomohiro Asakawa ◽  
Toshiyuki Kan ◽  
Takao Tanaka

A convenient method for synthesizing 3-amino-1,5-benzodiazepine-2-one via the Michael addition reaction of o-phenylenediamine with dehydroalanine ester derivatives, followed by cyclization, was developed. This simple method was used to obtain a variety of N-substituted 3-amino-1,5-benzodiazepine-2-ones in one pot with good yields.


2015 ◽  
Vol 51 (40) ◽  
pp. 8504-8507 ◽  
Author(s):  
Fan Jia ◽  
Xiaoyu Chen ◽  
Yan Zheng ◽  
Yusheng Qin ◽  
Youhua Tao ◽  
...  

One-pot synthesis of well-defined bio-renewable polyesters and cyclic carbonates in high yields was successfully realized for the first time by way of a tandem reaction using metal salen complexes as catalysts.


2011 ◽  
Vol 64 (12) ◽  
pp. 1624 ◽  
Author(s):  
Shahana A. Chowdhury ◽  
Pamela M. Dean ◽  
R. Vijayaraghavan ◽  
D. R. MacFarlane

A direct, one pot synthesis of an ellagic acid salt was achieved at room temperature by dimerization of ethyl gallate using N,N-dimethylammonium N′,N′-dimethylcarbamate, a distillable ionic liquid, as solvent.


2005 ◽  
Vol 83 (10) ◽  
pp. 1746-1751 ◽  
Author(s):  
Ganesan Karthikeyan ◽  
Paramasivan T Perumal

A facile enamination of 1,3-dicarbonyl compounds with amines has been developed that affords good to excellent yields of β-enamino esters and β-enaminones using Brønsted acidic ionic liquid 1-methylimidazolium trifluoroacetate ([Hmim]+Tfa–) at room temperature. This methodology has been extended for the synthesis of substituted pyridines in excellent yield by a one-pot, three-component reaction of 1,3-dicarbonyl compounds, ammonium acetate, and alkynone in the presence of [Hmim]+Tfa–.Key words: ionic liquid, β-enaminones, β-enamino esters, 1,3-dicarbonyl compounds, amines, pyridines.


2015 ◽  
Vol 39 (4) ◽  
pp. 2657-2668 ◽  
Author(s):  
Tushar R. Sutariya ◽  
Balvantsingh M. Labana ◽  
Narsidas J. Parmar ◽  
Rajni Kant ◽  
Vivek K. Gupta ◽  
...  

Triethylammonium acetate (TEAA) as a new, recyclable and environmentally friendly reaction medium for the intramolecular[3+2] cycloaddition reaction.


Sign in / Sign up

Export Citation Format

Share Document