Facile synthesis of vicinal diamines via oxidation of N-phenyltetrahydroisoquinolines with DDQ
ASK Tsang, MH Todd
Index: Tsang, Althea S.-K.; Todd, Matthew H. Tetrahedron Letters, 2009 , vol. 50, # 11 p. 1199 - 1202
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Citation Number: 74
Abstract
The oxidation of N-phenyltetrahydroisoquinolines occurs rapidly with DDQ. Under ambient conditions and in the presence of nitromethane, the corresponding β-nitroamine derivatives are isolated in good to excellent yields. Variation in the electronic nature of the isoquinoline and the N-phenyl substituent showed that a broad range of substituents are tolerated, with electronic communication between the isoquinoline aromatic ring and the C1 carbon ...
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