Noncryogenic Preparation of Functionalized Arylboronic Esters through a Magnesium-Iodine Exchange with in Situ Quench.

Various functionalized aryl boronic esters derived from hexylene glycol and pinacol were prepd. in excellent yields according to a simple, safe procedure. The metal-halogen exchange reaction between iPrMgCl·LiCl and aryl iodides is performed at 0° in the presence of a cyclic borate ester (MPBOiPr or PinBOiPr); the organomagnesium intermediate is immediately trapped in situ so that no accumulation of hazardous reactive species can occur. The reaction is very selective, and particularly clean crude products are obtained. The scope of the procedure and the tuning of reaction parameters are investigated. [on SciFinder(R)]

Références

Titre
Noncryogenic Preparation of Functionalized Arylboronic Esters through a Magnesium-Iodine Exchange with in Situ Quench.
Type de publication
Article de revue
Année de publication
2011
Revue
Org. Process Res. Dev.
Volume
15
Pagination
710–716
ISSN
1083-6160
Soumis le 12 avril 2018