Enolate-mediated 1,3-dipolar cycloaddition reactions of allyl ketones with nitrile oxides: direct access to 3,5-disubstituted isoxazolines

2016 ◽  
Vol 14 (42) ◽  
pp. 9985-9988 ◽  
Author(s):  
Wenjun Li ◽  
Xiao Zhou ◽  
Zhenyan Shi ◽  
Yang Liu ◽  
Zhantao Liu ◽  
...  
Keyword(s):  
Direct Access ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Nitrile Oxides ◽  
High Yields

TMG-catalyzed [3 + 2] organocatalytic 1,3-dipolar cycloaddition reactions of allyl ketones with in situ generated nitrile oxides have been developed. This strategy could generate 3,5-disubstituted isoxazolines in high yields and regioselectivities.

Enolate-mediated 1,3-dipolar cycloaddition reaction of β-functionalized ketones with nitrile oxides: direct access to 3,4,5-trisubstituted isoxazoles

2016 ◽  
Vol 14 (23) ◽  
pp. 5246-5250 ◽  
Author(s):  
Xiao Zhou ◽  
Xianhong Xu ◽  
Zhenyan Shi ◽  
Kun Liu ◽  
Hua Gao ◽  
...  
Keyword(s):  
Cycloaddition Reaction ◽  
Direct Access ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Nitrile Oxides ◽  
High Yields

Enolate-mediated [3 + 2] organocatalytic 1,3-dipolar cycloaddition reactions of β-functionalized ketones with nitrile oxides have been developed. This strategy could generate 3,4,5-trisubstituted isoxazole in high yields and regioselectivities.

scholarly journals Isoxazole derivatives as new nitric oxide elicitors in plants

2017 ◽  
Vol 13 ◽  
pp. 659-664 ◽  
Author(s):  
Anca Oancea ◽  
Emilian Georgescu ◽  
Florentina Georgescu ◽  
Alina Nicolescu ◽  
Elena Iulia Oprita ◽  
...  
Keyword(s):  
Nitric Oxide ◽  
Reactive Oxygen Species ◽  
Reactive Oxygen Species Generation ◽  
Dipolar Cycloaddition ◽  
Oxygen Species ◽  
Cycloaddition Reactions ◽  
Nitrile Oxides ◽  
Activated Alkynes ◽  
Isoxazole Derivatives

Several 3,5-disubstituted isoxazoles were obtained in good yields by regiospecific 1,3-dipolar cycloaddition reactions between aromatic nitrile oxides, generated in situ from the corresponding hydroxyimidoyl chlorides, with non-symmetrical activated alkynes in the presence of catalytic amounts of copper(I) iodide. Effects of 3,5-disubstituted isoxazoles on nitric oxide and reactive oxygen species generation in Arabidopsis tissues was studied using specific diaminofluoresceine dyes as fluorescence indicators.

Direct access to 1,4-disubstituted 1,2,3-triazoles through organocatalytic 1,3-dipolar cycloaddition reaction of α,β-unsaturated esters with azides

RSC Advances ◽  
2015 ◽  
Vol 5 (108) ◽  
pp. 88816-88820 ◽  
Author(s):  
Wenjun Li ◽  
Xiao Zhou ◽  
Yepeng Luan ◽  
Jian Wang
Keyword(s):  
Cycloaddition Reaction ◽  
Direct Access ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Unsaturated Esters ◽  
High Yields

DBU-catalyzed organocatalytic 1,3-dipolar cycloaddition reactions of α,β-unsaturated esters with azides have been developed. This strategy generates 1,4-disubstituted 1,2,3-triazoles in high yields with high regioselectivities.

1,3-Dipolar cycloaddition reactions of nitrile oxides in the synthesis of natural compounds and their analogues

2001 ◽  
Vol 70 (8) ◽  
pp. 641-653 ◽  
Author(s):  
Anna I Kotyatkina ◽  
Vladimir N Zhabinsky ◽  
Vladimir A Khripach
Keyword(s):  
Natural Compounds ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Nitrile Oxides

Asymmetric 1,3-Dipolar Cycloaddition of Nitrile Oxides Generated in situ by Direct Oxidation of Aldoximes

2002 ◽  
Vol 31 (11) ◽  
pp. 1112-1113 ◽  
Author(s):  
Masamichi Tsuji ◽  
Yutaka Ukaji ◽  
Katsuhiko Inomata
Keyword(s):  
Dipolar Cycloaddition ◽  
Direct Oxidation ◽  
Nitrile Oxides

Spiroheterocycles via Regioselective Cycloaddition Reactions of Nitrile Oxides with 5-Methylene-1H-pyrrol-2(5H)-ones

2010 ◽  
Vol 63 (3) ◽  
pp. 445 ◽  
Author(s):  
Nicola J. Beattie ◽  
Craig L. Francis ◽  
Andris J. Liepa ◽  
G. Paul Savage
Keyword(s):  
Cycloaddition Reaction ◽  
Biphasic System ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Nitrile Oxides ◽  
Facial Selectivity

Substituted 5-methylene-1H-pyrrol-2(5H)-ones underwent a 1,3-dipolar cycloaddition reaction with nitrile oxides to give the corresponding spiro heterocycles. Critical to this reaction was the development of a biphasic system for base-induced dehydrohalogenation of hydroximoyl chlorides, to give nitrile oxides, in the presence of a base-sensitive dipolarophile. A substituted N-tolyl 5-methylene-1H-pyrrol-2(5H)-one exhibited atropisomerism, which in turn led to a 4:1 facial selectivity during cycloaddition.

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