2-Phenyl-5(4H)-oxazolone (azlactone) reacts with aliphatic aldehydes upon adsorption on neutral alumina and irradiation with microwaves (< 2 min). The corresponding condensation products are obtained in good yields (62-78%), indicating the satisfactory resolution of a long-standing problem plaguing the classical Erlenmeyer synthesis (poor results with aliphatic aldehydes). Plausible mechanistic reasons for the success of the procedure are discussed. (c) 2006 Elsevier Ltd. All rights reserved.
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Carol Davila Univ Med & Pharm, Fac Pharm, Dept Inorgan Chem, Bucharest 020956, RomaniaCarol Davila Univ Med & Pharm, Fac Pharm, Dept Inorgan Chem, Bucharest 020956, Romania
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Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, W Bengal, IndiaIndian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, W Bengal, India
Ranu, BC
Hajra, A
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Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, W Bengal, IndiaIndian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, W Bengal, India
Hajra, A
Dey, SS
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Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, W Bengal, IndiaIndian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, W Bengal, India
Dey, SS
Jana, U
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Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, W Bengal, IndiaIndian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, W Bengal, India