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Acceptor-Controlled Transfer Dehydration of Amides to Nitriles
Hiroyuki Okabe1, Asuka Naraoka1, Takahiro Isogawa1
1Graduate School of Science , Nagoya University , Chikusa, Nagoya 464-8602 , Japan.
Abstract:
Palladium-catalyzed dehydration of primary amides to nitriles efficiently proceeds under mild, aqueous conditions via the use of dichloroacetonitrile as a water acceptor. A key to the design of this transfer dehydration catalysis is the identification of an efficient water acceptor, dichloroacetonitrile, that preferentially reacts with amides over other polar functional groups with the aid of the Pd catalyst and makes the desired scheme exergonic, thereby driving the dehydration.
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