Efficient Approach to Amide Bond Formation with Nitriles and Peroxides: One-Pot Access to Boronated β-Ketoamides

2017 ◽  
Vol 359 (17) ◽  
pp. 3014-3021 ◽  
Author(s):  
Babasaheb Sopan Gore ◽  
Gopal Chandru Senadi ◽  
Amol Milind Garkhedkar ◽  
Jeh-Jeng Wang
CCS Chemistry ◽  
2020 ◽  
pp. 2764-2771
Author(s):  
Bao-Gui Cai ◽  
Shuai-Shuai Luo ◽  
Lin Li ◽  
Lei Li ◽  
Jun Xuan ◽  
...  

2020 ◽  
Vol 7 (1) ◽  
pp. 50-59
Author(s):  
Kantharaju Kamanna ◽  
S.Y. Khatavi ◽  
P.B. Hiremath

Background: Amide bond plays a key role in medicinal chemistry, and the analysis of bioactive molecular database revealed that the carboxamide group appears in more than 25% of the existing database drugs. Typically amide bonds are formed from the union of carboxylic acid and amine; however, the product formation does not occur spontaneously. Several synthetic methods have been reported for amide bond formation in literature. Present work demonstrated simple and eco-friendly amide bond formation using carboxylic acid and primary amines through in situ generation of O-acylurea. The reaction was found to be more efficient, faster reaction rate; simple work-up gave pure compound isolation in moderate to excellent yield using microwave irradiation as compared to conventional heating. Methods: Developed one-pot synthesis of amide compounds using agro-waste derived greener catalyst under microwave irradiation. Results: Twenty amide bond containing organic compounds are synthesized from carboxylic acid with primary amine catalyzed by agro-waste derived medium under microwave irradiation. First, the reaction involved carboxylic acid activation using EDC.HCl, which is the required base for the neutralization and coupling. The method employed natural agro-waste derived from banana peel ash (WEB) for the coupling gave target amide product without the use of an external organic or inorganic base. Conclusion: In the present work, we demonstrated that agro-waste extract is an alternative greener catalytic medium for the condensation of organic carboxylic acid and primary amine under microwave irradiation. The method found several advantages compared to reported methods like solventfree, non-toxic, cheaper catalyst, and simple reaction condition. The final isolated product achieved chromatographically pure by simple recrystallization and did not require further purification.


2016 ◽  
Vol 18 (3) ◽  
pp. 672-675 ◽  
Author(s):  
Abbas Maleki ◽  
Davood Nematollahi ◽  
Fereshteh Rasouli ◽  
Azam Zeinodini-Meimand

Electrochemical synthesis of novel 2-hydroxyacetamides was performed in a one-pot protocol including the oxygen activation, extradiol cleavage, lactonization and amide bond formation sequence without any catalyst and enzyme.


2011 ◽  
Vol 41 (9) ◽  
pp. 1257-1266 ◽  
Author(s):  
Cheng-Rong Lu ◽  
Bei Zhao ◽  
Ying-Peng Jiang ◽  
Hao Ding ◽  
Sheng Yang

2018 ◽  
Vol 16 (1) ◽  
pp. 30-33
Author(s):  
Ashish Kumar ◽  
Yahya E. Jad ◽  
Ayman El-Faham ◽  
Beatriz G. de la Torre ◽  
Fernando Albericio

A new phosphonium based coupling reagent DEPO-B has been synthesized from 5- (hydroxyimino)-1,3-dimethylpyrimidine-2,4,6 (1H,3H,5H)-trione (Oxyma B) and diethyl chlorophosphate in presence of base. It is a solid material and the hydrolytic stability and solubility was evaluated for confirming its capability for usage in automated peptide synthesizer.


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