Alkylation of 3-methyl-1-isoquinolone and 1-methyl-3-isoquinolone with phenacyl bromides proceeds regioselectively with the formation in the first case of only an N-phenacyl derivative and in the second only the O-derivative. The 5-methyl[1,3]oxazolo[3,2-a]isoquinolinium salt has been synthesized and its reactions with ammonia, morpholine, and sodium methylate have been investigated.
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For Communication 18 see [1].
Dedicated to Academician B. A. Trofimov on his 70th jubilee
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 110-123, January, 2009.
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Babaev, E.V., Nevskaya, A.A., Dlinnykh, I.V. et al. Heterocycles with a bridging nitrogen atom. 19. Development of routes for the synthesis of oxazoloisoquinolinium salts based on phenacylation of α-methyl-1(3)-isoquinolones. Chem Heterocycl Comp 45, 93–104 (2009). https://doi.org/10.1007/s10593-009-0231-9
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DOI: https://doi.org/10.1007/s10593-009-0231-9