Domino Michael-O-alkylation: one-pot synthesis of dialkyl 4-oxo-2,3-dihydro-2,3-furandicarboxylates.
The KSCN-catalyzed reaction of dialkyl acetylenedicarboxylates with pentane-2,4-dione in acetone, led to dialkyl 2-(1-acetyl-2-oxopropyl)-2-butenedioates in excellent yields. When these reactions were carried out in MEK (butane-2-one), dialkyl 4-oxo-2,3-dihydro-2,3-furandicarboxylates were obtained exclusively. This difference in reactivity is discussed in terms of the possibility of cationic exchange in butane-2-one.
Yavari
Issa
I
Chemistry Department, Tarbiat Modares University, P.O. Box 14115-175, Tehran, Iran. yavarisa@modares.ac.ir
Sirouspour
Mehdi
M
Souri
Sanaz
S
D000478:Alkylation; D002384:Catalysis; D002621:Chemistry / Q000379:methods*; D005663:Furans / Q000138:chemical synthesis*
D005663:Furans