Chemistry of Heterocyclic Compounds p. 794 - 801 (2003)
Update date:2022-08-05
Topics:
Mochalov
Gazzaeva
Fedotov
Shabarov
Zefirov
The intramolecular rearrangement of N-acyl-2-cyclopropylanilines by the action of protic acids gives substituted 4H-3,1-benzoxazines. The reaction proceeds in high yield through the formation of benzoxazine precursors, namely, the corresponding 3,1-benzoxazinium ions, which are stable in acid solution. N-Acylamino-2-alkenylbenzenes, in which the double bond of the alkyl chain is conjugated with the benzene ring, are capable of undergoing a similar rearrangement.
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(2004)