The regioselective synthesis of spirooxindolo pyrrolidines and pyrrolizidines via three-component reactions of acrylamides and aroylacrylic acids with isatins and α-amino acids.
The regioselective three-component condensation of azomethine ylides derived from isatins and α-amino acids with acrylamides or aroylacrylic acids as dipolarophiles has been realized through a one-pot 1,3-dipolar cycloaddition protocol. Decarboxylation of 2'-aroyl-2-oxo-1,1',2,2',5',6',7',7a'-octahydrospiro[indole-3,3'-pyrrolizine]-1'-carboxylic acids is accompanied by cyclative rearrangement with formation of dihydropyrrolizinyl indolones.
State Scientific Institution "Institute for Single Crystals" of National Academy of Sciences of Ukraine, 60, Lenin ave., Kharkov, 61178, Ukraine.
Tatyana L
TL
Pavlovskaya
State Scientific Institution "Institute for Single Crystals" of National Academy of Sciences of Ukraine, 60, Lenin ave., Kharkov, 61178, Ukraine ; Antidiabetic Drug Laboratory, State Institution "V.J. Danilevsky Institute of Problems of Endocrine Pathology at the Academy of Medical Sciences of Ukraine", 10, Artem St., Kharkov, 61002, Ukraine.
Fedor G
FG
Yaremenko
State Scientific Institution "Institute for Single Crystals" of National Academy of Sciences of Ukraine, 60, Lenin ave., Kharkov, 61178, Ukraine ; Antidiabetic Drug Laboratory, State Institution "V.J. Danilevsky Institute of Problems of Endocrine Pathology at the Academy of Medical Sciences of Ukraine", 10, Artem St., Kharkov, 61002, Ukraine ; Organic Chemistry Department, V.N. Karazin Kharkov National University, 4, Svobody Sq., 61077, Kharkov, Ukraine.
Victoria V
VV
Lipson
State Scientific Institution "Institute for Single Crystals" of National Academy of Sciences of Ukraine, 60, Lenin ave., Kharkov, 61178, Ukraine.
Svetlana V
SV
Shishkina
State Scientific Institution "Institute for Single Crystals" of National Academy of Sciences of Ukraine, 60, Lenin ave., Kharkov, 61178, Ukraine ; Organic Chemistry Department, V.N. Karazin Kharkov National University, 4, Svobody Sq., 61077, Kharkov, Ukraine.
Oleg V
OV
Shishkin
State Scientific Institution "Institute for Single Crystals" of National Academy of Sciences of Ukraine, 60, Lenin ave., Kharkov, 61178, Ukraine.
Vladimir I
VI
Musatov
A.V. Bogatsky physico-chemical institute of the National Academy of Sciences of Ukraine, 86, Lustdorfskaya doroga, 65080, Odessa, Ukraine.
Alexander S
AS
Karpenko
acrylamides; aroylacrylic acids; azomethine ylide; cyclative rearrangement; cycloaddition; multicomponent; spirooxindoles