Convenient synthesis of 4-nitrotetralones by selective side-chain nitration of methyl-substituted acryloylbenzenes, followed by intramolecular Michael reaction
Abstract
Reaction of polymethyl-substituted acryloylbenzenes (1) with fuming nitric acid in acetic anhydride gave the products (2) derived from selective side-chain nitration at the ortho-position; the subsequent intramolecular Michael reaction leads to exclusive formation of 4-nitrotetralones (3).