scholarly journals Stereoselective, nitro-Mannich/lactamisation cascades for the direct synthesis of heavily decorated 5-nitropiperidin-2-ones and related heterocycles

2012 ◽  
Vol 8 ◽  
pp. 567-578 ◽  
Author(s):  
Pavol Jakubec ◽  
Dane M Cockfield ◽  
Madeleine Helliwell ◽  
James Raftery ◽  
Darren J Dixon

A versatile nitro-Mannich/lactamisation cascade for the direct stereoselective synthesis of heavily decorated 5-nitropiperidin-2-ones and related heterocycles has been developed. A highly enantioenriched substituted 5-nitropiperidin-2-one was synthesised in a four component one-pot reaction combining an enantioselective organocatalytic Michael addition with the diastereoselective nitro-Mannich/lactamisation cascade. Protodenitration and chemoselective reductive manipulation of the heterocycles was used to install contiguous and fully substituted stereocentres in the synthesis of substituted piperidines.

Author(s):  
Sundarababu Baskaran ◽  
Kirana D V ◽  
Kanak Kanti Das

A one-pot catalytic method has been developed for the stereoselective synthesis of cyclopropane-fused cyclic amidines using CuBr2/K2S2O8 as an efficient single electron transfer (SET) oxidative system. The generality of this...


2021 ◽  
Author(s):  
Chandan Chaudhari ◽  
Katsutoshi Sato ◽  
Yasuyuki Ikeda ◽  
Kenji Terada ◽  
Naoya Abe ◽  
...  

The direct synthesis of cyclohexylamine via hydrogenation of nitrobenzene over monometallic (Pd, Ru or Rh) and bimetallic (PdxRu1−x) catalysts was studied.


Molecules ◽  
2021 ◽  
Vol 26 (15) ◽  
pp. 4415
Author(s):  
Sergey A. Usachev ◽  
Diana I. Nigamatova ◽  
Daria K. Mysik ◽  
Nikita A. Naumov ◽  
Dmitrii L. Obydennov ◽  
...  

A convenient and general method for the direct synthesis of 2-aryl-6-(trifluoromethyl)-4-pyrones and 2-aryl-5-bromo-6-(trifluoromethyl)-4-pyrones has been developed on the basis of one-pot oxidative cyclization of (E)-6-aryl-1,1,1-trifluorohex-5-ene-2,4-diones via a bromination/dehydrobromination approach. This strategy was also applied for the preparation of 2-phenyl-6-polyfluoroalkyl-4-pyrones and their 5-bromo derivatives. Conditions of chemoselective enediones bromination were found and the key intermediates of the cyclization of bromo-derivatives to 4-pyrones were characterized. Synthetic application of the prepared 4-pyrones has been demonstrated for the construction of biologically important CF3-bearing azaheterocycles, such as pyrazoles, pyridones, and triazoles.


Synlett ◽  
2021 ◽  
Author(s):  
Habibur Rahaman ◽  
Brindaban Roy ◽  
Somjit Hazra ◽  
Biplab Mondal

Abstract: A one pot direct synthesis of xanthine and uric acid derivates is reported. This simple yet efficient methodology illustrates concurrent formation of two C-N bonds using CuBr2 as catalyst and one of those C-N bonds is formed by uracil C6-H bond activation.


RSC Advances ◽  
2021 ◽  
Vol 11 (24) ◽  
pp. 14755-14768
Author(s):  
Malihe Akhavan ◽  
Ahmadreza Bekhradnia

An efficient, green, one-pot, and three-component protocol has been reported for the stereoselective synthesis of a new class of spiro thiazolidines.


2014 ◽  
Vol 50 (50) ◽  
pp. 6574-6577 ◽  
Author(s):  
Sam E. R. Auty ◽  
Oliver Andrén ◽  
Michael Malkoch ◽  
Steven P. Rannard

We present the first xanthate surface functional dendrimers which undergo rapid one-pot deprotection to thiols and subsequent acrylate Michael addition .


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