Copper-catalyzed vinylation of hydrazides. A regioselective entry to highly substituted pyrroles.
A modular route to highly substituted pyrroles has been developed. This transformation consists of two sequential copper-catalyzed vinylations of bis-Boc-hydrazine followed by thermal rearrangement/cyclization. A wide variety of functionalized pyrroles can be prepared in a selective manner from simple and easily accessible precursors. [reaction: see text]
Rivero
Marta Rodríguez
MR
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA.
Buchwald
Stephen L
SL
D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D006834:Hydrazines / Q000138:chemical synthesis*; D008956:Models, Chemical; D011758:Pyrroles / Q000737:chemistry*; D013237:Stereoisomerism; D014753:Vinyl Compounds / Q000737:chemistry*
D006834:Hydrazines; D011758:Pyrroles; D014753:Vinyl Compounds; D003300:Copper