5-H-1, 2-Oxaphosphole 2-oxides, key building blocks for diversity oriented chemical libraries. Issue 49 (8th December 2016)

• Record Type: Journal Article
• Authors: Fourgeaud, Pierre; Volle, Jean-Noël; Vors, Jean-Pierre; Békro, Yves-Alain; Pirat, Jean-Luc; Virieux, David
• Is Part Of: Tetrahedron. Volume 72:Issue 49(2016)
• Page Start: 7912
• Page End: 7925
• Publication Date: 2016-12-08
• Subjects: Allenes -- Oxaphospholenes -- Pallado-catalyzed arylation -- Pudovik reaction -- Kabachnik–Fields reaction; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2016.10.011
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: A simple and effective preparation of 2-hydrogeno-5 H -1, 2-oxaphosphole 2-oxides9a–b has been developed involving direct cyclization of H -phosphinic allenes. H -1, 2-Oxaphospholenes9a–b showed to be excellent building blocks for diversity oriented small chemical libraries. Then, reactivity of the cyclic H -phosphinates9a–b was investigated through Pd(0) catalyzed arylation, Pudovik and three-component Kabachnik–Fields reactions. 5 H -1, 2-Oxaphospholes are excellent heterocyclic platforms offering different opportunities to modulate the substituent directly bounded to the phosphorus atom. Graphical abstract: