Synthesis of 2,4-disubstituted pyrroles by rearrangements of 2-furanyl carbamates.
2,4-Disubstituted pyrroles were synthesized by an oxidative rearrangement of a furanyl carbamate followed by sequential reaction of the resulting 5-methoxypyrrol-2(5H)-one with different alkyl lithiates. The final step of the procedure involves heating the ring opened 1-methoxy-5-oxopentylcarbamate with a primary amine.
Kiren
Sezgin
S
Department of Chemistry, Emory University, Atlanta, Georgia, 30322, USA.
Hong
Xuechuan
X
Leverett
Carolyn A
CA
Padwa
Albert
A
D002219:Carbamates / Q000737:chemistry*; D002384:Catalysis; D005663:Furans / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry
D002219:Carbamates; D005663:Furans; D011758:Pyrroles