The synthesis of aromatic diazatricycles from phenylenediamine-bis (methylene Meldrum's acid) derivatives
…, D Hastreiter, LE da Silva, RA Rebelo, AG Montalban…
Index: Graf, Gabriele Ina; Hastreiter, Daniel; Da Silva, Luiz Everson; Rebelo, Ricardo Andrade; Montalban, Antonio Garrido; McKillop, Alexander Tetrahedron, 2002 , vol. 58, # 44 p. 9095 - 9100
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Citation Number: 33
Abstract
The thermocyclisation of phenylenediamine-bis (methylene Meldrum's acid) derivatives has been investigated. Those of o-phenylenediamines give 1, 10-phenanthroline derivatives, while those of m-and p-phenylenediamines lead to the preferential formation of angular diazatricycles. Thus, for example, the di-Meldrum's acid derivative of 2, 5-dichloro-1, 4- phenylenediamine gives, via ipso-substitution, the unexpected angular product 19.