One-pot, multicomponent route to pyrazoloquinolizinones.
[reaction: see text] An efficient synthesis of 5a-hydroxy-4,5,5a,6,7,8-hexahydropyrazolo[4,3-c]quinolizin-9-ones based on the three-component condensation of 5-aminopyrazoles, aromatic aldehydes, and cyclic 1,3-diketones is described. The multicomponent reaction is performed under strongly basic conditions applying controlled microwave heating in a sealed vessel and involves an unusual base-mediated ring-opening/recyclization of the cyclic 1,3-diketone moiety.
Chebanov
Valentin A
VA
State Scientific Institution "Institute for Single Crystals" of the National Academy of Sciences of Ukraine, Lenin Ave, Kharkiv, Ukraine.
Saraev
Vyacheslav E
VE
Desenko
Sergey M
SM
Chernenko
Vitaliy N
VN
Shishkina
Svetlana V
SV
Shishkin
Oleg V
OV
Kobzar
Kiril M
KM
Kappe
C Oliver
CO
D018360:Crystallography, X-Ray; D006900:Hydroxylation; D008958:Models, Molecular; D015394:Molecular Structure; D011807:Quinolizines / Q000138:chemical synthesis / Q000737:chemistry*
D011807:Quinolizines