cheminform abstract: double decarboxylative claisen rearrangement reactions: microwave-assisted de...

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2008 ChemInform 2008, 39, issue 46 ©WlLEY-VCH Verlag GmbH & Co. KGaA, Weinheim Pyridine derivatives R 0380 Double Decarboxylative Claisen Rearrangement Reactions: Microwave-Assisted de novo Synthesis of Pyridines. — The title reaction of bis(allyl) 2-tosylmalonates (I) provides substituted 1,6-heptadienes (II), which can be alkylated affording derivatives (VII). Subsequent conversion into pyridines proceeds via ozonolysis followed by reac- tion with ammonia, generated in situ under microwave conditions. — (CRAIG*, D.; PAINA, F.; SMITH, S. C.; Chem. Commun. (Cambridge) 2008, 29, 3408-3410; Dep. Chem., Imp. Coll., London SW7 2AZ, UK; Eng.) — M. Paetzel 47- 155

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Page 1: ChemInform Abstract: Double Decarboxylative Claisen Rearrangement Reactions: Microwave-Assisted de novo Synthesis of Pyridines

2008

Pyridine derivativesR 0380 Double Decarboxylative Claisen Rearrangement Reactions: Microwave-Assisted

de novo Synthesis of Pyridines. — The title reaction of bis(allyl) 2-tosylmalonates (I) provides substituted 1,6-heptadienes (II), which can be alkylated affording derivatives (VII). Subsequent conversion into pyridines proceeds via ozonolysis followed by reac-tion with ammonia, generated in situ under microwave conditions. — (CRAIG*, D.; PAINA, F.; SMITH, S. C.; Chem. Commun. (Cambridge) 2008, 29, 3408-3410; Dep. Chem., Imp. Coll., London SW7 2AZ, UK; Eng.) — M. Paetzel

47- 155

ChemInform 2008, 39, issue 46 ©WlLEY-VCH Verlag GmbH & Co. KGaA, Weinheim