In the reaction of o,o'-disubstituted benzonitrile oxides with 8-p-tolyl-8-azaheptafulvene (I) in cyclohexane there is a competition between attack by the nitrile oxides on the C=N moiety [to give a mixt. of equilibrating "fused" and "spiro" adducts] and on the C2-C3 double bond of I. Site selectivity was highly enhanced by carrying out the reaction in polar solvents. Only the attack on the C=N moiety was obsd. in the polar and protic methanol.
Cycloadditions with tropane and its derivatives. 7. Reactions of o,o'-disubstituted benzonitrile oxides with 8-azaheptafulvenes
FRECCERO, MAURO;GANDOLFI, REMO;
1998-01-01
Abstract
In the reaction of o,o'-disubstituted benzonitrile oxides with 8-p-tolyl-8-azaheptafulvene (I) in cyclohexane there is a competition between attack by the nitrile oxides on the C=N moiety [to give a mixt. of equilibrating "fused" and "spiro" adducts] and on the C2-C3 double bond of I. Site selectivity was highly enhanced by carrying out the reaction in polar solvents. Only the attack on the C=N moiety was obsd. in the polar and protic methanol.File in questo prodotto:
Non ci sono file associati a questo prodotto.
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
