Jean-Daniel Malcor, Yann Brouillette, Julien Graffion
Aug 5, 2014
Citations
0
Influential Citations
3
Citations
Journal
Tetrahedron
Abstract
Abstract A convenient synthesis of pyrrolo[3,2- d ][1,3]oxazine-2,4-dione 4 is described and its reactivity towards various nucleophiles studied. The regioselective ring opening of anhydride 4 or its N -alkylated analog 25 in the presence of alanine or proline afforded, respectively, imidazolidinedione 22 and N -protected pyrrolo[3,2- e ][1,4]diazepines 30 and 31 in a one-pot process. In a last part of this study, an alternative route to produce a library of eight non protected pyrrolo[3,2- e ][1,4]diazepine-2,5-diones 35a – h is described to overcome the limited reactivity of anhydride 4 .