Research output: Contribution to journal › Article
Regio- and diastereoselective cycloaddition of stable cyclic azomethine imines to N-arylitaconimides. / Koptelov, Y.B.; Molchanov, A.P.; Kostikov, R.R.
In: Russian Journal of Organic Chemistry, No. 8, 2015, p. 1134-1143.Research output: Contribution to journal › Article
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TY - JOUR
T1 - Regio- and diastereoselective cycloaddition of stable cyclic azomethine imines to N-arylitaconimides
AU - Koptelov, Y.B.
AU - Molchanov, A.P.
AU - Kostikov, R.R.
PY - 2015
Y1 - 2015
N2 - © 2015 Pleiades Publishing, Ltd.1,3-Dipolar cycloaddition of stable N,N′- and C,N-cyclic azomethine imines based respectively on pyrazolidin-3-one and 3,4-dihydroisoquinoline to N-arylitaconimides proceeds strictly regioselectively resulting in spiro-joint heterocycles in good yields. The regioselectivity of the addition of N,N′-cyclic azomethine imines is reversed with respect to that of C,N-cyclic azomethine imines. The diastereoselectivity of the cycloaddition depends apparently on the substituents at the central nitrogen atom in the azomethine imine fragment.
AB - © 2015 Pleiades Publishing, Ltd.1,3-Dipolar cycloaddition of stable N,N′- and C,N-cyclic azomethine imines based respectively on pyrazolidin-3-one and 3,4-dihydroisoquinoline to N-arylitaconimides proceeds strictly regioselectively resulting in spiro-joint heterocycles in good yields. The regioselectivity of the addition of N,N′-cyclic azomethine imines is reversed with respect to that of C,N-cyclic azomethine imines. The diastereoselectivity of the cycloaddition depends apparently on the substituents at the central nitrogen atom in the azomethine imine fragment.
U2 - 10.1134/S1070428015080126
DO - 10.1134/S1070428015080126
M3 - Article
SP - 1134
EP - 1143
JO - Russian Journal of Organic Chemistry
JF - Russian Journal of Organic Chemistry
SN - 1070-4280
IS - 8
ER -
ID: 4004807