Recyclable organocatalyst-promoted one-pot Michael/aza-Henry/lactamization reactions for fluorinated 2-piperidinones bearing four stereogenic centres

RSC Advances ◽  
2015 ◽  
Vol 5 (87) ◽  
pp. 71071-71075 ◽  
Author(s):  
Xin Huang ◽  
Kenny Pham ◽  
Xiaofeng Zhang ◽  
Wen-Bin Yi ◽  
Jeremy H. Hyatt ◽  
...  

A highly efficient method for asymmetric synthesis of fluorinated 2-piperidinones bearing four stereogenic centres is introduced.

Synthesis ◽  
2019 ◽  
Vol 52 (07) ◽  
pp. 1076-1086
Author(s):  
Deborah A. dos Santos ◽  
Allan R. da Silva ◽  
Javier Ellena ◽  
Cecilia C. P. da Silva ◽  
Marcio W. Paixão ◽  
...  

Peptidomimetics containing an aziridine moiety have been reported as potent cysteine protease inhibitors. In this sense, the development of stereoselective and sustainable synthetic strategies to obtain three-membered N-heterocyclic compounds has gained importance in the last decades. In this work, an efficient method was designed to achieve highly functionalized aziridine peptidomimetics via a sequential reaction, which involves the organocatalytic aziridination of α,β-unsaturated aldehydes followed by the Passerini multicomponent reaction in an environmentally friendly solvent mixture (ethanol: water).


2014 ◽  
Vol 50 (100) ◽  
pp. 15913-15915 ◽  
Author(s):  
Yu Tan ◽  
Yong-Jian Chen ◽  
Hua Lin ◽  
Han-Lin Luan ◽  
Xing-Wen Sun ◽  
...  

A highly efficient approach to the construction of indolizidines and quinolizidines bearing a bridged quaternary stereocenter has been established in a one-pot fashion using aldehydes, nitroalkenes, and cyclic ketimines.


RSC Advances ◽  
2015 ◽  
Vol 5 (77) ◽  
pp. 63095-63103 ◽  
Author(s):  
Naseem Ahmed ◽  
Gulab Khushalrao Pathe ◽  
Sohan Jheeta

SnCl4 or TiCl4 catalysts provide a rapid and efficient detetrahydropyranylation and demethoxymethylation of phenolic ethers and a sequential one-pot intramolecular Friedel–Crafts alkylation of chalcone epoxides under mild reaction conditions.


RSC Advances ◽  
2019 ◽  
Vol 9 (66) ◽  
pp. 38877-38881 ◽  
Author(s):  
Hangkong Yuan ◽  
Bright T. Kusema ◽  
Zhen Yan ◽  
Stéphane Streiff ◽  
Feng Shi

A simple and highly efficient method was developed for one pot transformation of 5-(hydroxymethyl)furfural (5-HMF) into 2,5-bis(aminomethyl)furan (BAF) over bifunctional Cu4Ni1Al4Ox catalyst using two-stage reaction process, affording the BAF in 85.9% yield.


2013 ◽  
Vol 2013 ◽  
pp. 1-5 ◽  
Author(s):  
Shubha Jain ◽  
Deepika Rajguru ◽  
Balwant S. Keshwal ◽  
Aman D. Acharya

A rapid, clean, and highly efficient method for synthesis of dihydropyrano[3,2-c]chromene derivatives by one-pot, three-component condensation of aromatic aldehydes, malononitrile, and 4-hydroxycoumarin using DABCO as catalyst in solvent-free neat conditions is described. The present method has the advantages of mild reaction conditions, short reaction times, easy isolation of products, and excellent yields.


RSC Advances ◽  
2015 ◽  
Vol 5 (36) ◽  
pp. 28163-28170 ◽  
Author(s):  
Shivam Bajpai ◽  
Sundaram Singh ◽  
Vandana Srivastava

A highly efficient method for the synthesis of substituted imidazoles from a multicomponent reaction of isatin derivatives with ammonium acetate and aromatic aldehydes under solvent-free conditions has been established.


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