Chemo- and regioselective nucleophilic reactions of (bromomethyl)methylmaleic anhydride: Synthesis of alpha-quinoxalinyl- and alpha-benzothiazinylacrylic acids
Am. Deshpande et al., Chemo- and regioselective nucleophilic reactions of (bromomethyl)methylmaleic anhydride: Synthesis of alpha-quinoxalinyl- and alpha-benzothiazinylacrylic acids, HETEROCYCLE, 51(9), 1999, pp. 2159-2162
The (bromomethyl)methylmaleic anhydride (2) on reaction with o-phenylenedia
mine and o-aminothiophenol underwent chemo- and regioselective ring opening
followed by intramolecular Michael type addition and 1,4-elimination react
ions to furnish kinetically controlled products alpha-quinoxalinylacrylic a
cid (5) and alpha-benzothiazinylacrylic acid (6) in good yields.