Cycloaddition of arylnitrile oxides to 2H,5H-1,6-benzodioxocine and related compounds

1988 ◽  
Vol 53 (5) ◽  
pp. 1060-1067 ◽  
Author(s):  
Lubor Fišera ◽  
Libuše Jarošková ◽  
Werner Schroth ◽  
Michael Gäbler ◽  
Peter Oravec

3-Aryl-3a,4,11,11a-tetrahydroisoxazolo[5,4c]-1,6-benzodioxocines VIII were formed by a 1,3-dipolar cycloaddition of arylnitrile oxides to 2H,5H-1,6-benzodioxocine (III). The heterocycle VII afforded monoadducts IX, whereas dipolarophiles IV-VI do not yield cycloaddition products with nitrile oxides under the same reaction conditions. Irradiation of isoxazolines VIII, IX with UV light led to tarry products.

1976 ◽  
Vol 41 (12) ◽  
pp. 2210-2212 ◽  
Author(s):  
Chyng-Yann. Shiue ◽  
Ronald G. Lawler ◽  
Leallyn B. Clapp

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3100
Author(s):  
Daniela Perrone ◽  
Elena Marchesi ◽  
Lorenzo Preti ◽  
Maria Luisa Navacchia

The click azide = alkyne 1,3-dipolar cycloaddition (click chemistry) has become the approach of choice for bioconjugations in medicinal chemistry, providing facile reaction conditions amenable to both small and biological molecules. Many nucleoside analogs are known for their marked impact in cancer therapy and for the treatment of virus diseases and new targeted oligonucleotides have been developed for different purposes. The click chemistry allowing the tolerated union between units with a wide diversity of functional groups represents a robust means of designing new hybrid compounds with an extraordinary diversity of applications. This review provides an overview of the most recent works related to the use of click chemistry methodology in the field of nucleosides, nucleotides and nucleic acids for pharmacological applications.


1989 ◽  
Vol 25 (12) ◽  
pp. 1349-1355 ◽  
Author(s):  
M. M. Krayushkin ◽  
M. A. Kalik ◽  
V. K. Zav'yalova ◽  
A. A. Loktionov ◽  
V. S. Bogdanov

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