Utente:Grasso Luigi/sanbox1/Anione nitrile: differenze tra le versioni
Contenuto cancellato Contenuto aggiunto
Riga 51:
Examples of arylation and acylation reactions are shown below. Although intermolecular arylations using nitrile anions result in modest yields, the ''intramolecular'' procedure efficiently gives four-, five-, and six-membered benzo-fused rings. Acylation can be accomplished using a wide variety of acyl electrophiles, including carbonates, chloroformates, [[ester]]s, [[anyhdride]]s, and [[acid chloride]]s.<ref>{{cite journal|title=Isolation of primary decomposition products of azides. II. Azidopyrazoles|first1=P. A. S. |last1=Smith |first2=G. J. W. |last2=Breen |first3=M. K. |last3=Hajek |first4=D. V. C. |last4=Awang |journal=J. Org. Chem. |volume=35 |issue=7 |page=2215 |date=1970|doi=10.1021/jo00832a024}}</ref> In these reactions, two equivalents of base are used to drive the reaction towards acylated product—the acylated product is more acidic than the starting material.
<div style="text-align:center">[[File:NitrileScope.png]]</div>
==SApplicazioni sintetiche==▼
Alkylation of a nitrile anion followed by reductive decyanation was employed in the novel synthesis of (2)-9-dotlecen-1-yl acetate, the sex pheromone of ''[[Paralobesia viteana]]''.<ref>{{cite journal|title=Potassium on Alumina as a Reagent for Reductive Decyanation of Alkylnitriles.|first1=D. |last1=Savoia |first2=E. |last2=Tagliavini |first3=C. |last3=Trombini |first4=A. |last4=Umani-Ronchi |journal=J. Org. Chem. |volume=45 |issue=16 |page=3227 |date=1980|doi=10.1021/jo01304a016}}</ref>▼
[[File:NitrileSynth.png|500px|center]]▼
===Reazioni di laboratorio===
Line 69 ⟶ 64:
[[File:NitrileEx.png|center|450px]]
▲Alkylation of a nitrile anion followed by reductive decyanation was employed in the novel synthesis of (2)-9-dotlecen-1-yl acetate, the sex pheromone of ''[[Paralobesia viteana]]''.<ref>{{cite journal|title=Potassium on Alumina as a Reagent for Reductive Decyanation of Alkylnitriles.|first1=D. |last1=Savoia |first2=E. |last2=Tagliavini |first3=C. |last3=Trombini |first4=A. |last4=Umani-Ronchi |journal=J. Org. Chem. |volume=45 |issue=16 |page=3227 |date=1980|doi=10.1021/jo01304a016}}</ref>
▲[[File:NitrileSynth.png|500px|center]]
[[File:NitrileSynth.png|center|450px]]
==Note==
| |||