1.
Angew Chem Int Ed Engl
; 52(25): 6396-9, 2013 Jun 17.
Artigo
em Inglês
| MEDLINE
| ID: mdl-23666773
2.
Org Lett
; 12(10): 2198-201, 2010 May 21.
Artigo
em Inglês
| MEDLINE
| ID: mdl-20397661
RESUMO
A general and efficient directed ortho metalation (DoM)-halogen dance (HD)-electrophile quench sequence for the synthesis of trisubstituted pyridyl O-carbamates is described. A second HD sequence furnishes highly functionalized tetrasubstituted pyridines. Furthermore, a hitherto unobserved double HD rearrangement is reported. Under similar LDA conditions, aromatic O-carbamates with OMe, Cl, and F substituents (4a-c) undergo either a HD-electrophile quench sequence, 4a-c --> 18-20, or a HD-anionic ortho Fries rearrangement, 4a-c --> 6a-c, respectively.