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Synthesis of 2,3,6-trisubstituted pyridines by transition-metal free cyclization of 1,3-diynes with amino acids
Authors:Gang Zhou  Xiaoming Zhao  Wenyan Dan
Affiliation:State Key Laboratory of Pollution Control and Resource Reuse, School of Chemical Science and Engineering, Tongji University, 1239 Siping Road, 200092 Shanghai, PR China
Abstract:
Amino acids are firstly employed in transition-metal free heterocyclization reaction of 1,3-diynes in the presence of K3PO4 and DMSO at 120 °C. This method produces 2,3,6-trisubstituted pyridines with up to 86% yield. The –CO2H group on the amino acids is crucial for this heterocyclization reaction. The mechanism of such a heterocyclization reaction is discussed, as well.
Keywords:Amino acid  1,3-Diyne  Cyclization  Pyridine  Transition-metal free
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