Cyclic Phosphine Oxides and Phosphinamides from Di-Grignard Reagents and Phosphonic Dichlorides: Modular Access to Annulated Phospholanes.
The reaction between 1,4-di-Grignard reagents and phosphonous(III) dichlorides is a classical method for the direct synthesis of phospholanes. Reported here is an extension of this approach to the preparation of value-added, annulated phospholane oxides, achieved through the combination of carbocyclic-fused di-Grignard reagents and readily available phosphonic(V) dichlorides. The procedure is amenable to (benz)annulation at both the 2,3- and 3,4-positions of the phospholane ring, and a variety of aliphatic, cyclic and aryl P-electrophiles are tolerated in reasonable to excellent yields.
School of Chemistry, University of Wollongong , Wollongong, NSW 2522, Australia.
Aaron M
AM
Gregson
School of Chemistry, University of Wollongong , Wollongong, NSW 2522, Australia.
Steven M
SM
Wales
School of Chemistry, University of Wollongong , Wollongong, NSW 2522, Australia.
Stephen J
SJ
Bailey
Research School of Chemistry, The Australian National University , Canberra, ACT 2601, Australia.
Anthony C
AC
Willis
School of Chemistry, University of Wollongong , Wollongong, NSW 2522, Australia.
Paul A
PA
Keller