From α-Keto Acids to Nitrile Oxides Enabled by Copper Nitrate: A Facile Access to Fused Isoxazolines

Organic Chemistry Frontiers ◽

10.1039/d1qo01574e ◽

2022 ◽

Author(s):

Yuping Zhu ◽

Tianqi Liu ◽

Bingxin Liu ◽

Houguang Shi ◽

Qitao Tan ◽

...

Keyword(s):

Copper Nitrate ◽

Dipolar Cycloaddition ◽

Nitrile Oxides ◽

Keto Acids

α-Keto acids were unprecedentedly employed as novel precursors of nitrile oxides on treatment with copper nitrate, which reacted with maleimides via [3+2] dipolar cycloaddition leading to pharmacologically interesting fused isoxazolines....

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ChemInform Abstract: 1,3-DIPOLAR CYCLOADDITION REACTIONS OF 2-PHENYL-4-ARYLIDENE-5(4H)-OXAZOLONES WITH NITRILE OXIDES

Chemischer Informationsdienst ◽

10.1002/chin.198521187 ◽

1985 ◽

Vol 16 (21) ◽

Author(s):

N. G. ARGYROPOULOS ◽

E. COUTOULI-ARGYROPOULOU

Keyword(s):

Dipolar Cycloaddition ◽

Cycloaddition Reactions ◽

Nitrile Oxides

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

Russian Chemical Reviews ◽

10.1070/rc2001v070n08abeh000630 ◽

2001 ◽

Vol 70 (8) ◽

pp. 641-653 ◽

Cited By ~ 56

Author(s):

Anna I Kotyatkina ◽

Vladimir N Zhabinsky ◽

Vladimir A Khripach

Keyword(s):

Natural Compounds ◽

Dipolar Cycloaddition ◽

Cycloaddition Reactions ◽

Nitrile Oxides

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ChemInform Abstract: 1,3-Dipolar Cycloaddition Reactions of Isothiazol-3(2H)-ones with Nitrile Oxides. An Unexpected Site Selectivity of the Carbonyl Bond of 5-Benzoyl-isothiazol-3(2H)-one.

ChemInform ◽

10.1002/chin.199650030 ◽

2010 ◽

Vol 27 (50) ◽

pp. no-no

Author(s):

E. COUTOULI-ARGYROPOULOU ◽

C. ANASTASOPOULOS

Keyword(s):

Dipolar Cycloaddition ◽

Cycloaddition Reactions ◽

Nitrile Oxides ◽

Site Selectivity ◽

Carbonyl Bond

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1,3-Dipolar cycloaddition of nitrile oxides to carvone and related compounds

The Journal of Organic Chemistry ◽

10.1021/jo00874a031 ◽

1976 ◽

Vol 41 (12) ◽

pp. 2210-2212 ◽

Cited By ~ 9

Author(s):

Chyng-Yann. Shiue ◽

Ronald G. Lawler ◽

Leallyn B. Clapp

Keyword(s):

Dipolar Cycloaddition ◽

Nitrile Oxides ◽

Related Compounds

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Synthesis of polyfunctional stable nitrile oxides of the thiophene series and their relative reactivities in 1,3-dipolar cycloaddition with styrene

Chemistry of Heterocyclic Compounds ◽

10.1007/bf00473862 ◽

1989 ◽

Vol 25 (12) ◽

pp. 1349-1355 ◽

Cited By ~ 3

Author(s):

M. M. Krayushkin ◽

M. A. Kalik ◽

V. K. Zav'yalova ◽

A. A. Loktionov ◽

V. S. Bogdanov

Keyword(s):

Dipolar Cycloaddition ◽

Nitrile Oxides ◽

Thiophene Series

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ChemInform Abstract: Synthesis and Structure of Condensed Heterocycles Derived from Intramolecular 1,3-Dipolar Cycloaddition of Transient and Enantiomerically Pure α-Allylamino Nitrones and Nitrile Oxides in a High Level of Diastereoselectivity.

ChemInform ◽

10.1002/chin.200025137 ◽

2010 ◽

Vol 31 (25) ◽

pp. no-no

Author(s):

Md. Jashim Uddin ◽

Minoru Kikuchi ◽

Ken Takedatsu ◽

Ken-Ichi Arai ◽

Tetsuya Fujimoto ◽

...

Keyword(s):

Dipolar Cycloaddition ◽

Enantiomerically Pure ◽

Nitrile Oxides ◽

High Level ◽

Condensed Heterocycles

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Efficient one pot and chemoselective synthesis of functionalized 3-bromo-4,5-dihydroisoxazole derivatives via 1,3-dipolar cycloaddition reactions of nitrile oxides

Tetrahedron ◽

10.1016/j.tet.2017.10.003 ◽

2017 ◽

Vol 73 (48) ◽

pp. 6706-6711 ◽

Cited By ~ 15

Author(s):

Abdolali Alizadeh ◽

Atefeh Roosta ◽

Reza Rezaiyehrad ◽

Mohammadreza Halvagar

Keyword(s):

Dipolar Cycloaddition ◽

Cycloaddition Reactions ◽

One Pot ◽

Nitrile Oxides ◽

Chemoselective Synthesis

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1,3-Dipolar cycloaddition reactions of isothiazol-3(2H)-ones with nitrile oxides. An unexpected site selectivity of the carbonyl bond of 5-benzoyl-isothiazol-3(2H)-one

Journal of Heterocyclic Chemistry ◽

10.1002/jhet.5570330335 ◽

1996 ◽

Vol 33 (3) ◽

pp. 731-733 ◽

Cited By ~ 10

Author(s):

E. Coutouli-Argyropoulou ◽

C. Anastasopoulos

Keyword(s):

Dipolar Cycloaddition ◽

Cycloaddition Reactions ◽

Nitrile Oxides ◽

Site Selectivity ◽

Carbonyl Bond

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Asymmetric 1,3-dipolar cycloaddition of nitrile oxides to chiral acryloyl esters bearing glucofuranose as auxiliary

Chinese Journal of Chemistry ◽

10.1002/cjoc.20000180216 ◽

2010 ◽

Vol 18 (2) ◽

pp. 220-224 ◽

Cited By ~ 3

Author(s):

Zhang Ao ◽

Kan Ying ◽

Jiang Biao

Keyword(s):

Dipolar Cycloaddition ◽

Nitrile Oxides

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Copper nitrate: a privileged reagent for organic synthesis

Organic & Biomolecular Chemistry ◽

10.1039/c8ob00332g ◽

2018 ◽

Vol 16 (15) ◽

pp. 2602-2618 ◽

Cited By ~ 15

Author(s):

Mingchun Gao ◽

Rongxuan Ye ◽

Weijia Shen ◽

Bin Xu

Keyword(s):

Organic Synthesis ◽

State Of The Art ◽

Copper Nitrate ◽

The State ◽

Nitrile Oxides

This review demonstrates the state-of-the-art applications of copper nitrate as a nitration reagent, oxidant, catalyst, promoter and precursor of nitrile oxides.

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