SYNTHESIS AND MOLECULAR-STRUCTURE OF HETEROCYCLIC TROGERS BASES DERIVED FROM C-AMINO HETEROCYCLES

Fourteen amino heterocycles were allowed to react in the different exp erimental conditions of formation of Troger's bases. Amino-azoles and -benzazoles yielded the corresponding Troger's bases while amino-azine s and -benzazines failed to react The exception was 6-aminoquinoline w hich yielded the corresponding Troger's base. When there are two posit ions of cyclisation the reaction is always regioselective. Troger's ba se analogues with pentagonal aromatic frameworks, 6b and 7b, have been synthesized for the first time and the X-ray molecular structure of 7 b has been determined. (C) 1997, Elsevier Science Ltd.