Divergent Functionalization of α,β-Enones: Catalyst-free Access to β-Azido Ketones and β-Amino α-Diazo Ketones

2021 ◽  
Author(s):  
Youshao Tu ◽  
honglin Dong ◽  
Huamin Wang ◽  
Yuhui Ao ◽  
Yu Liu

A simple and practical method for the azidation of β-fluoroalkyl α,β-unsaturated ketones to access a wide variety of fluorinated nitrogenous carbonyl compounds is developed. Different from existing precedents, neither metallic...

2018 ◽  
Vol 54 (7) ◽  
pp. 798-801 ◽  
Author(s):  
Tetsuya Kuga ◽  
Yusuke Sasano ◽  
Yoshiharu Iwabuchi

A catalytic transformation of allylic hydroperoxides into α,β-unsaturated carbonyl compounds using IBX as a dehydration catalyst is described.


2021 ◽  
Vol 25 ◽  
Author(s):  
Joaquín Plumet

: The 1,3-dipolar cycloadditions (DCs) of nitrile oxides (NOs) have been used as a powerful tool in synthetic organic chemistry. The cycloadducts arising from cycloadditions (CAs) of NOs to alkenes and alkynes (2-isoxazolines and isoxazoles respectively) are valuable synthetic intermediates because, among others, their capacity to mask other functionalities including α, β-unsaturated ketones, β-hydroxy carbonyl compounds and 1,3-aminoalcohols. In particular, the β-hydroxy ketone functionality is an illustrative example, making the NOs alkenes CAs reactions a synthetically equivalent methodology of aldol reactions. The vast majority of these reactions are carried out in organic solvents. Nevertheless, the use of water as an alternative solvent has evident advantages on the “Green Chemistry” concept. The critical discussion on the use of water instead of “conventional” solvents in the 1,3-DCs reactions of NOs is the objective of the present review.


2019 ◽  
Vol 17 (35) ◽  
pp. 8153-8165 ◽  
Author(s):  
Jitendra Gour ◽  
Srikanth Gatadi ◽  
Ravikumar Akunuri ◽  
Madhavi Venkata Yaddanapudi ◽  
Mushtaq Ahmad Nengroo ◽  
...  

A general and catalyst-free access to the fused polycyclic N-heterocycles via an intramolecular azide–alkene cascade reaction under mild reaction conditions has been developed.


2019 ◽  
Vol 48 (29) ◽  
pp. 11018-11033 ◽  
Author(s):  
Gabriela Mera ◽  
Peter Kroll ◽  
Ilia Ponomarev ◽  
Jiewei Chen ◽  
Koji Morita ◽  
...  

Bamboo-like MWCNTs in a mesoporous silica matrix are synthesized by a simple metal-catalyst-free single-source precursor approach.


2004 ◽  
Vol 69 (4) ◽  
pp. 897-904 ◽  
Author(s):  
Valentin A. Chebanov ◽  
Elena A. Muravyova ◽  
Yulia V. Sadchikova ◽  
Sergey M. Desenko ◽  
Vitaly N. Chernenko ◽  
...  

The present work is devoted to the investigation of 2,4,6-triaryl-1,2,5,6-tetrahydropyrimidine derivatives. A new facile approach to their synthesis based on the reaction of α,β-unsaturated ketones, carbonyl compounds and ammonia was developed. Some stereochemical features of the compounds obtained were fixed on the base of NMR data (including COSY and NOESY experiments).


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