Aliphatic Nitrile Oxides

1964 ◽  
Vol 3 (5) ◽  
pp. 383-384 ◽  
Author(s):  
G. Zinner ◽  
H. Günther
Keyword(s):  
Nitrile Oxides ◽  
Aliphatic Nitrile

Enantioselective Cycloadditions between Aliphatic Nitrile Oxides and 2-Hydroxystyrenes Catalyzed by Chiral Amine-Urea

Heterocycles ◽  
2018 ◽  
Vol 97 (1) ◽  
pp. 147
Author(s):  
Hiroyuki Suga ◽  
Yasunori Toda ◽  
Masato Koyama ◽  
Kazuaki Fukushima ◽  
Hiroyoshi Esaki
Keyword(s):  
Chiral Amine ◽  
Nitrile Oxides ◽  
Aliphatic Nitrile

Nitrile Oxide 1,3-Dipolar Cycloaddition by Dehydration of Nitromethane Derivatives Under Continuous Flow Conditions

2011 ◽  
Vol 64 (10) ◽  
pp. 1397 ◽  
Author(s):  
Malte Brasholz ◽  
Simon Saubern ◽  
G. Paul Savage
Keyword(s):  
Continuous Flow ◽  
Reaction Times ◽  
Nitro Compounds ◽  
Dipolar Cycloaddition ◽  
Flow Conditions ◽  
Nitrile Oxides ◽  
Aliphatic Nitrile ◽  
By Products ◽  
Flow Techniques

Aliphatic nitrile oxides were generated in situ, by dehydration of terminal nitro compounds, and reacted with dipolarophiles using continuous flow techniques to afford substituted isoxazolines. The yields of cycloadducts were comparable with traditional flask-based reactions but reaction times were much shorter. In-line scavenger cartridges conveniently removed by-products and unreacted reagents to give almost pure crude products. The process was demonstrated up to gram scale.

Diacylfuroxans Are Masked Nitrile Oxides That Inhibit GPX4 Covalently

2019 ◽  
Author(s):  
John Eaton ◽  
Richard A. Ruberto ◽  
Anneke Kramm ◽  
Vasanthi S. Viswanathan ◽  
Stuart Schreiber
Keyword(s):  
Molecular Mechanism ◽  
Mechanism Of Action ◽  
Therapeutic Target ◽  
Biologically Active ◽  
Drug Resistant ◽  
Nitrile Oxides ◽  
Molecular Mechanism Of Action

<div><div><div><p>GPX4 represents a promising yet difficult-to-drug therapeutic target for the treatment of, among others, drug-resistant cancers. While most GPX4 inhibitors rely on a chloroacetamide moiety to modify covalently the protein’s catalytic selenocysteine residue, the discovery and mechanistic elucidation of structurally diverse GPX4-inhibiting molecules has uncovered novel electrophilic warheads that bind and inhibit GPX4. Here we report our discovery that diacylfuroxans can act as masked nitrile oxides that inhibit GPX4 covalently. These observations illuminate a novel molecular mechanism of action for biologically active furoxans and also suggest that nitrile oxides may be uniquely suited to targeting GPX4.</p></div></div></div>

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