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)
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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.
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