The application of (Z)-3-aryl-3-haloenoic acids to the synthesis of (Z)-5-benzylidene-4-arylpyrrol-2(5H)-ones.
Studies directed at the synthesis of (Z)-5-benzylidene-4-arylpyrrol-2(5H)-ones from (Z)-3-aryl-3-haloenoic acids are described. The successful strategy relies on the preparation of (Z)-3-aryl-3-haloenoic acids from acetophenones through the corresponding (Z)-3-aryl-3-haloenals and the conversion of the (Z)-3-aryl-3-haloenoic acids to (Z)-5-benzylidene-4-aryl-5H-furan-2-ones. The furanones were subsequently treated with primary amines and dehydrated to the corresponding (Z)-5-benzylidene-4-arylpyrrol-2(5H)-ones.
Department of Chemistry, University of Richmond, Richmond, VA 23173, USA.
John T
JT
Gupton
Nakul
N
Telang
Edith J
EJ
Banner
Emily J
EJ
Kluball
Kayleigh E
KE
Hall
Kara L
KL
Finzel
Xin
X
Jia
Spencer R
SR
Bates
R Scott
RS
Welden
Benjamin C
BC
Giglio
James E
JE
Eaton
Peter J
PJ
Barelli
Lauren T
LT
Firich
John A
JA
Stafford
Matthew B
MB
Coppock
Eric F
EF
Worrall
Rene P F
RP
Kanters
Kerry
K
Keertikar
Rebecca
R
Osterman