70445-94-2

Upstream product

• 352-34-1 4-fluoro-1-iodobenzene 
• 351531-29-8 O-potassio-3,3-dimethyl-2-butanone 
• 7065-46-5 3,3-dimethylbutanoic acid chloride 
• 352-11-4 1-chloromethyl-4-fluorobenzene 
• 64723-95-1 pinacolone enolate anion 
• 29800-93-9 diethyl phosphite 

Relevant academic research and scientific papers

LiCl-mediated preparation of highly functionalized benzylic zinc chlorides

In the presence of zinc dust (1.5-2.0 equiv) and LiCI(1.5-2.0 equiv), various benzylic chlorides bearing functional groups (iodide, cyanide, ester, ketone) are smoothly converted at 25°C to the corresponding zinc reagents without homo-coupling (≤5%). The utility of these benzylic zinc reagents is demonstrated by a short synthesis of papaverine.

THE EFFECT OF ORTHO SUBSTITUENTS IN SRN1 REACTIONS. SOME SYNTHETIC APPLICATIONS.

Several ortho-substituted iodobenzenes were allowed to react, via the SRNl mechanism, with mixtures of diethyl phosphite ion and pinacolone enolate ion.From product composition data, the relative reactivities of the two nucleophiles were reckoned.They represent relative reactivities in attachment to aryl radical intermediates.Most of the ortho effects are slight, but there is evidence that large ortho substituents hinder attachment of the phosphite more than the enolate nucleophile.The methoxy and diethoxyphosphoryl substituents, when para to the site of substitution, respectively favour and disfavour the phosphite with respect to the enolate ion.SRNl reactions of ortho-substituted halobenzenes are, for some substituents, followed by other reactions which afford products of synthetic interest.