Mechanism of the gold(i)-catalyzed synthesis of imidazo-pyrimidines and imidazo-pyrazines via [3 + 2] dipolar cycloaddition: a DFT study

RSC Advances ◽  
2016 ◽  
Vol 6 (67) ◽  
pp. 62099-62108 ◽  
Author(s):  
Xinghui Zhang ◽  
Zhiyuan Geng
Keyword(s):  
Dft Calculations ◽  
Dft Study ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions

The mechanisms of gold(i)-catalyzed [3 + 2] cycloaddition reactions of pyridinium N-(heteroaryl)-aminides with alkynes have been investigated using DFT calculations.

scholarly journals Regio- and Stereoselectivity in the 1,3-Dipolar Cycloaddition Reactions of Isoquinolinium Ylides with Cyclopenta[a]acenaphthylen-8-ones

Synlett ◽  
2020 ◽  
Vol 31 (17) ◽  
pp. 1691-1695
Author(s):  
Issa Yavari ◽  
Parisa Ravaghi ◽  
Maryam Safaei ◽  
Jasmine Kayanian
Keyword(s):  
Dft Calculations ◽  
Cycloaddition Reaction ◽  
Crystallographic Analysis ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Diastereoselective Synthesis ◽  
X Ray

AbstractA convenient regio- and diastereoselective synthesis of functionalized 5a,5b-dihydro-5H,13H-naphtho[1′′,8′′:4′,5′,6′]pentaleno[1′:3,4]pyrrolo[2,1-a]isoquinolin-5-ones via 1,3-dipolar cycloaddition reaction of 8H-cyclopenta[a]acenaphthylen-8-ones with carbonyl-stabilized isoquinolinium N-ylides, is described. Based on DFT calculations at b3lyp/6-311+g(d,p) level of theory, a nonconcerted mechanism is proposed to explain the regioselectivity of this reaction. The structure of a typical product was confirmed by X-ray crystallographic analysis.

A DFT study on the 1,3-dipolar cycloaddition reactions of C-(hetaryl) nitrones with methyl acrylate and vinyl acetate

Tetrahedron ◽  
2007 ◽  
Vol 63 (6) ◽  
pp. 1448-1458 ◽  
Author(s):  
Pedro Merino ◽  
Tomas Tejero ◽  
Ugo Chiacchio ◽  
Giovanni Romeo ◽  
Antonio Rescifina
Keyword(s):  
Vinyl Acetate ◽  
Methyl Acrylate ◽  
Dft Study ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions

A DFT study of 1,3-dipolar cycloaddition reactions of 5-membered cyclic nitrones with α,β-unsaturated lactones and with cyclic vinyl ethers: Part 1

2008 ◽  
Vol 19 (14) ◽  
pp. 1660-1669 ◽  
Author(s):  
Sebastian Stecko ◽  
Konrad Paśniczek ◽  
Carine Michel ◽  
Anne Milet ◽  
Serge Pérez ◽  
...  
Keyword(s):  
Dft Study ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Vinyl Ethers ◽  
Cyclic Nitrones ◽  
Unsaturated Lactones

A DFT study on the 1,3-dipolar cycloaddition reactions of C-(methoxycarbonyl)-N-methyl nitrone with methyl acrylate and vinyl acetate

Tetrahedron ◽  
2003 ◽  
Vol 59 (20) ◽  
pp. 3581-3592 ◽  
Author(s):  
Pedro Merino ◽  
Julia Revuelta ◽  
Tomas Tejero ◽  
Ugo Chiacchio ◽  
Antonio Rescifina ◽  
...  
Keyword(s):  
Vinyl Acetate ◽  
Methyl Acrylate ◽  
Dft Study ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions
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