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Synthesis and molecular structure of heterocyclic Tröger's bases derived from C-amino heterocycles

✍ Scribed by José Cudero; Carmen Pardo; Mar Ramos; Enrique Gutierrez-Puebla; Angeles Monge; José Elguero

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
375 KB
Volume
53
Category
Article
ISSN
0040-4020

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✦ Synopsis

Fourteen amino heterocycles were allowed to react in the different experimental conditions of formation of Tr0ger's bases. Amino-azoles and -benzazoles yielded the corresponding Tr0ger's bases while amino-azines and -benzazines failed to react. The exception was 6-aminoquinoline which yielded the corresponding Tr0ger's base. When there are two positions of cyclisation the reaction is always regioselective. Tr0ger's base analogues with pentagonal aromatic frameworks, 6b and 7b, have been synthesized for the first time and the X-ray molecular structure of 7b has been determined.

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