A convenient one-pot synthesis of boroxoles from diboronic acid. Issue 39 (27th September 2017)

• Record Type: Journal Article
• Authors: Lafitte, Guillaume; Kunihiro, Kana; Bonneaud, Céline; Dréan, Bénédicte; Gaigne, Frédéric; Parnet, Véronique; Pierre, Romain; Raffin, Catherine; Vatinel, Rodolphe; Fournier, Jean-François; Musicki, Branislav; Ouvry, Gilles; Bouix-Peter, Claire; Tomas, Loic; Harris, Craig S.
• Is Part Of: Tetrahedron letters. Volume 58:Issue 39(2017)
• Page Start: 3757
• Page End: 3759
• Publication Date: 2017-09-27
• Subjects: Diboronic acid -- Boroxole formation -- One-pot; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2017.08.011
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: An efficient one-pot process to prepare boroxoles directly from diboronic acid is disclosed. This mild process avoids the necessity of carrying out a halogen-lithium exchange under cryogenic conditions. A diverse range of boroxoles were prepared in acceptable yield with good substrate scope. Abstract: The preparation of the boroxole motif traditionally relies on a 3-step process and the use of n -butyl lithium that can limit substrate scope. Herein during our exploration toward novel RORγ inhibitors, we identified a convenient one-pot preparation of the motif in good yields with good substrate scope.