Nitrile Oxide Cycloaddition Chemistry Using Benzotriazole as a Steric Auxiliary

2005 ◽  
Vol 58 (12) ◽  
pp. 877 ◽  
Author(s):  
G. Paul Savage ◽  
Gregory T. Wernert
Keyword(s):  
Nitrile Oxide

The relatively hindered 2,2-bis(benzotriazol-1-yl)acetonitrile oxide was prepared in situ from the precursor hydroximinoyl chloride, and was allowed to react with dipolarophiles to give rise to several isoxazoles. The benzotriazole substituents acted as steric auxiliaries to prevent unwanted dimerization of the nitrile oxide to the furoxan by-product.

Hypervalent-Iodine Mediated One-Pot Synthesis of Isoxazolines and Isoxazoles bearing Difluoromethyl Phosphonate Moiety

2021 ◽  
Author(s):  
Romana Pajkert ◽  
Henryk Koroniak ◽  
Pawel Kafarski ◽  
Gerd Volker Roeschenthaler
Keyword(s):  
Nitrile Oxide ◽  
Dipolar Cycloaddition ◽  
Hypervalent Iodine ◽  
One Pot ◽  
One Pot Synthesis

A one-pot, regioselective 1,3-dipolar cycloaddition of in situ generated (diethoxyphosphoryl)difluoromethyl nitrile oxide toward selected alkenes and alkynes is reported. This protocol enables facile access to 3,5-disubstituted isoxazolines and isoxazoles bearing...

In situ-forming click-crosslinked gelatin based hydrogels for 3D culture of thymic epithelial cells

2016 ◽  
Vol 4 (7) ◽  
pp. 1123-1131 ◽  
Author(s):  
Vinh X. Truong ◽  
Michael L. Hun ◽  
Fanyi Li ◽  
Ann P. Chidgey ◽  
John S. Forsythe
Keyword(s):  
Epithelial Cells ◽  
Click Reaction ◽  
3D Culture ◽  
Nitrile Oxide ◽  
Thymic Epithelial Cells ◽  
In Situ Forming ◽  
Culture Environment

In situ-forming gelatin based hydrogels, which are crosslinked using an efficient nitrile oxide-norbornene click reaction, provide a suitable 3D culture environment for thymic epithelial cells.

Regioselective facile synthesis of novel isoxazole-linked glycoconjugates

RSC Advances ◽  
2015 ◽  
Vol 5 (52) ◽  
pp. 41520-41535 ◽  
Author(s):  
Amrita Mishra ◽  
Bhuwan B. Mishra ◽  
Vinod K. Tiwari
Keyword(s):  
Nitrile Oxide ◽  
Regioselective Synthesis ◽  
Facile Synthesis ◽  
One Pot

One-pot regioselective synthesis of novel isoxazole-linked glycoconjugates, by the reaction ofin situgenerated glycosyl-β-nitrile oxide and different alkynes, has been devised.

Cycloadditions of 2,5-dimethyl-3-furannitrile oxide to alkenes and alkynes

1990 ◽  
Vol 55 (10) ◽  
pp. 2481-2492 ◽  
Author(s):  
Eva Jedlovská ◽  
Lubor Fišera ◽  
Anna Balková ◽  
Jaroslav Kováč ◽  
Ladislav Štibrányi
Keyword(s):  
Mndo Method ◽  
Nitrile Oxide ◽  
Dipolar Cycloadditions

Regioselectivity of 1,3-dipolar cycloadditions of 2,5-dimethyl-3-furannitrile oxide (IIa) to alkenes or alkynes is described. Nitrile oxide IIa generated in situ reacts with monosubstituted alkenes or alkynes to give exclusively 5-substituted 3-(5-dimethyl-3 -furyl)-2-isoxazolines IV and isoxazoles V, 2,5-disubstituted alkenes sometimes afforded a mixture of regioisomeric isoxazolines. Reactivity of furannitrile oxides II and III in cycloadditions to ethene was studied by the MNDO method.

Synthesis of 1,2,5-oxathiazole-S-oxides by 1,3-dipolar cycloadditions of nitrile oxides to α-oxo sulfines

2019 ◽  
Vol 17 (3) ◽  
pp. 622-638 ◽  
Author(s):  
Patrick G. McCaw ◽  
U. B. Rao Khandavilli ◽  
Simon E. Lawrence ◽  
Anita R. Maguire ◽  
Stuart G. Collins
Keyword(s):  
Nitrile Oxide ◽  
Dipolar Cycloadditions ◽  
Nitrile Oxides

The generation of novel 1,2,5-oxathiazole-S-oxide cycloadducts from cycloaddition of nitrile oxide dipoles with α-oxo sulfines generated in situ from α-diazosulfoxides is reported.

scholarly journals Aryl nitrile oxide cycloaddition reactions in the presence of pinacol boronic acid ester

2012 ◽  
Vol 8 ◽  
pp. 606-612 ◽  
Author(s):  
Sarah L Harding ◽  
Sebastian M Marcuccio ◽  
G Paul Savage
Keyword(s):  
Boronic Acid ◽  
Acid Ester ◽  
Nitrile Oxide ◽  
Hypervalent Iodine ◽  
Cycloaddition Reactions ◽  
Subsequent Reaction ◽  
Boronate Ester

An aryl substrate with dual functionality consisting of a nitrile oxide and a pinacolyl boronate ester was prepared by mild hypervalent iodine oxidation (diacetoxyiodobenzene) of the corresponding aldoxime, without decomposition of the boronate functionality. The nitrile oxide was trapped in situ with a variety of dipolarophiles to yield aryl isoxazolines with the boronate ester function intact and available for subsequent reaction.

Rendez vous with Saturn's rings

1984 ◽  
Vol 75 ◽  
pp. 743-759 ◽  
Author(s):  
Kerry T. Nock
Keyword(s):  
Solar Energy ◽  
Electric Propulsion ◽  
Power Source ◽  
Propulsion System ◽  
Low Thrust ◽  
Ring Plane ◽  
The Earth ◽  
Total Impulse ◽  
Saturn's Rings

ABSTRACTA mission to rendezvous with the rings of Saturn is studied with regard to science rationale and instrumentation and engineering feasibility and design. Future detailedin situexploration of the rings of Saturn will require spacecraft systems with enormous propulsive capability. NASA is currently studying the critical technologies for just such a system, called Nuclear Electric Propulsion (NEP). Electric propulsion is the only technology which can effectively provide the required total impulse for this demanding mission. Furthermore, the power source must be nuclear because the solar energy reaching Saturn is only 1% of that at the Earth. An important aspect of this mission is the ability of the low thrust propulsion system to continuously boost the spacecraft above the ring plane as it spirals in toward Saturn, thus enabling scientific measurements of ring particles from only a few kilometers.

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