Aromatic aldehydes and ketones react with ketene under Lewis acid catalysis to produce beta-lactones, which in situ react with another molecule of ketene to produce 3-arylglutaric anhydrides. The mechanism, scope, and limitation of this one-pot synthesis of 3-substituted glutaric anhydrides are discussed. (C) 2009 Elsevier Ltd. All rights reserved.
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Kuban State Univ, Ul Stavropolskaya 149, Krasnodar 350040, RussiaKuban State Univ, Ul Stavropolskaya 149, Krasnodar 350040, Russia
Levashov, A. S.
Buryi, D. S.
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Kuban State Univ, Ul Stavropolskaya 149, Krasnodar 350040, RussiaKuban State Univ, Ul Stavropolskaya 149, Krasnodar 350040, Russia
Buryi, D. S.
Konshin, V. V.
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Kuban State Univ, Ul Stavropolskaya 149, Krasnodar 350040, RussiaKuban State Univ, Ul Stavropolskaya 149, Krasnodar 350040, Russia
Konshin, V. V.
Dotsenko, V. V.
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Kuban State Univ, Ul Stavropolskaya 149, Krasnodar 350040, Russia
North Caucasus Fed Univ, Stavropol, RussiaKuban State Univ, Ul Stavropolskaya 149, Krasnodar 350040, Russia
Dotsenko, V. V.
Aksenov, N. A.
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North Caucasus Fed Univ, Stavropol, Russia
Russian Peoples Friendship Univ, Moscow, RussiaKuban State Univ, Ul Stavropolskaya 149, Krasnodar 350040, Russia
Aksenov, N. A.
Aksenova, I. V.
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North Caucasus Fed Univ, Stavropol, RussiaKuban State Univ, Ul Stavropolskaya 149, Krasnodar 350040, Russia
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Univ Penn, Dept Chem, P Roy & Diana T Vaelos Labs, Philadelphia, PA 19104 USAUniv Penn, Dept Chem, P Roy & Diana T Vaelos Labs, Philadelphia, PA 19104 USA
Valenta, Petr
Drucker, Natalie A.
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Univ Penn, Dept Chem, P Roy & Diana T Vaelos Labs, Philadelphia, PA 19104 USAUniv Penn, Dept Chem, P Roy & Diana T Vaelos Labs, Philadelphia, PA 19104 USA
Drucker, Natalie A.
Bode, Jeffrey W.
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Univ Penn, Dept Chem, P Roy & Diana T Vaelos Labs, Philadelphia, PA 19104 USAUniv Penn, Dept Chem, P Roy & Diana T Vaelos Labs, Philadelphia, PA 19104 USA
Bode, Jeffrey W.
Walsh, Patrick J.
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Univ Penn, Dept Chem, P Roy & Diana T Vaelos Labs, Philadelphia, PA 19104 USAUniv Penn, Dept Chem, P Roy & Diana T Vaelos Labs, Philadelphia, PA 19104 USA