have been obtained in good yield on amidoalkylation of indoles with 2-alkyl-3-hydroxyphthalides in chloroform at room temperature in the presence of catalytic quantities of boron trifluoride etherate. When a substituent is present at position 3 of the indole, attack is directed to position 2 of the indole nucleus.
Under basic conditions (lithium diisopropylamide or sodium hydride in THF) 2-(2-bromoethoxy)-acetophenones were transformed to 3,4-dihydro[1]benzoxepin-5(2H)-ones (homochromanones) in high yields. The preparation of novel tetrahydropyrano[2,3-b]pyrrol-6(2H)-ones and 3,4-dihydro-2H-pyrrolo[2,1-b][1,3]oxazin-6(8aH)-ones and spiro compounds was performed using similar cyclization in moderate to good yields.Key words: cyclization, lithiation, spiro heterocycles.
ChemInform Abstract The aryl halides (I) or (IV) are coupled with the acrylic acid (II) in the presence of potassium carbonate and a palladium catalyst to give the cinnamic acids (III) or (V). In the case of the water-insoluble bromides (IV), the reaction is performed in the presence of HMPA.
Pyrrole derivatives R 0120Synthesis of N-Substituted 5-Alkoxy-3-aryl-4-methyl-2,5-dihydro-2-pyrrolones.-A new, convenient and more general method for the synthesis of 3,4-disubstituted pyrrolones (IX), that allows to vary widely the substituents at positions 1, 3 and 5 of the heterocycle, is developed. -(NIKITIN, K. V.; ANDRYUKHOVA, N. P.; Chem.
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