ChemInform Abstract: Mild and Efficient DBU‐Catalyzed Amidation of Cyanoacetates.

Price, Kristin E.; Larrivée-Aboussafy, Claude; Lillie, Brett M.; McLaughlin, Robert W.; Mustakis, Jason; Hettenbach, Kevin; Hawkins, Joel M.; Vaidyanathan, Rajappa

doi:10.1002/chin.200936053

Cited by 2 publications

(2 citation statements)

References 1 publication

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Initially the group found that DBU(5) accelerated the rate of amidation of ethyl cyanoacetate (39) with a small range of secondary amines (Scheme 6a). 16 This methodology was extended by using DBU (5) to catalyse the addition of amines to acyl imidazole 42, which was formed in situ from the reaction of 2-methyl-2-phenyl propanoic acid (41) with N,N'-carbonyldiimidazole (CDI) (Scheme 6b). 17 This sterically demanding substrate was chosen to demonstrate the efficiency of DBU (5) as a catalyst for difficult substrates and also to avoid sidereactions that could occur via -deprotonation.…”

Section: Amidationsmentioning

confidence: 99%

Amidines, isothioureas, and guanidines as nucleophilic catalysts

2012

View full text Add to dashboard Cite

Over the last ten years there has been a huge increase in development and applications of organocatalysis in which the catalyst acts as a nucleophile. Amidines and guanidines are often only thought of as strong organic bases however, a number of small molecules containing basic functional groups have been shown to act as efficient nucleophilic catalysts. This tutorial review highlights the use of amidine, guanidine, and related isothiourea catalysts in organic synthesis, as well as the evidence for the nucleophilic nature of these catalysts. The most common application of these catalysts to date has been in acyl transfer reactions, although the application of these catalysts towards other reactions is an increasing area of interest. In this respect, amidine and guanidine derived catalysts have been shown to be effective in catalysing aldol reactions, Morita-Baylis-Hillman reactions, conjugate additions, carbonylations, methylations, silylations, and brominations.

show abstract

Section: Amidationsmentioning

confidence: 99%

Amidines, isothioureas, and guanidines as nucleophilic catalysts

2012

View full text Add to dashboard Cite

show abstract

“…Distilled off the solvent and a pale yellow solid (compound 1) was isolated (10.8 g), theoretical yield 45 %. 38,39,40 In a 20 mL RB flask equipped with reflux condenser, thermo socket, magnetic stirrer and addition funnel, ethyl-2-cyano acetate(1.0 g, 0.0088 mol) is mixed with benzyl amine (1.13 g, 0.0106 mol) in 10 ml ethanol medium under reflux for 1.0 hr. The reaction mixture was cooled to room temperature.…”

Section: Scheme-1: Chemical Path For the Synthesis Of Desired Compounmentioning

confidence: 99%

Synthesis and Biological Evaluation of Some New Class of Chromenoimidazole Derivatives as Probable Anti Cancer Agents

2017

RJC

View full text Add to dashboard Cite

A new series of compounds with benzimidazole moiety fused pyran ring derivatives were prepared by a simple chemical methodology. Here we have designed and reported a one pot condensation of 6-hydroxy-5-formyl benzimidazole with different N substituted cyano acetamide derivatives to get novel chromeno-benzimidazole molecules which were characterized by different analytical tools and docking study of these compounds against a lung cancer target protein(PDB Id : 3POZ). Most of the compounds exhibited good potency in inhibiting the cancer protein.

show abstract

ChemInform Abstract: Mild and Efficient DBU‐Catalyzed Amidation of Cyanoacetates.

Cited by 2 publications

References 1 publication

Amidines, isothioureas, and guanidines as nucleophilic catalysts

Amidines, isothioureas, and guanidines as nucleophilic catalysts

Synthesis and Biological Evaluation of Some New Class of Chromenoimidazole Derivatives as Probable Anti Cancer Agents

Contact Info

Product

Resources

About