The Journal of Organic Chemistry

Alkylation of heteroaryl halides by 2: 1 Grignard reagent/copper (I) mixtures. Synthesis of alkylated octahydrodibenzo [b, j][1, 10] phenanthrolines

TW Bell, LY Hu, SV Patel

Index: Bell, Thomas W.; Hu, Lain-Yen; Patel, Sanjay V. Journal of Organic Chemistry, 1987 , vol. 52, # 17 p. 3847 - 3850

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Citation Number: 37

Abstract

Results Our requirement for 5, 8-dialky1-1, 2, 3, 4, 9, 10, 11, 12-octa-hydrodibenzo [b, j][l, lO] phenanthrolines as synthetic intermediates and potentially useful ligands led to the strategy outlined in Scheme 11. Facile entry to the dibenzo [bj][1, lOlphenanthroline ring system is provided by Conrad-Limpach condensation of o-phenylenediamine with ethyl l- oxocyclohexane-2-carboxylate, as described by Ege and F re~ nd.~ We have found that ...