Organic Chemistry Portal

Abstracts

Search:

Direct Synthesis of Polysubstituted Aluminoisoxazoles and Pyrazoles by a Metalative Cyclization

Olivier Jackowski, Thomas Lecourt and Laurent Micouin*

*UMR8638, CNRS-Paris Descartes University, Faculté de Pharmacie, 4 av. de l'Observatoire, 75006 Paris, France, Email: Laurent.micouinparisdescartes.fr

O. Jackowski, T. Lecourt, L. Micouin, Org. Lett., 2011, 13, 5664-5667.

DOI: 10.1021/ol202389u (free Supporting Information)


see article for more reactions

Abstract

Alumino-heteroles are obtained from simple precursors in a fully chemo- and regioselective manner by a metalative cyclization. The carbon-aluminum bond is still able to react further with several electrophiles, without the need of transmetalation providing a straightforward access to 3,4,5-trisubstituted isoxazoles and 1,3,4,5-tetrasubstituted pyrazoles.

see article for more examples



Key Words

Isoxazoles, Pyrazoles


ID: J54-Y2011-3140