The Journal of organic chemistry

N-heterocyclization of naphthylamines with 1, 2-and 1, 3-diols catalyzed by an iridium chloride/BINAP system

H Aramoto, Y Obora, Y Ishii

Index: Aramoto, Hiroomi; Obora, Yasushi; Ishii, Yasutaka Journal of Organic Chemistry, 2009 , vol. 74, # 2 p. 628 - 633

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Citation Number: 52

Abstract

Benzoquinoline derivatives were successfully synthesized by iridium-catalyzed N- heterocyclization of naphthylamines with diols. For instance, the reaction of 1-naphthylamine with 1, 3-propanediol catalyzed by IrCl3 combined with BINAP as a ligand produced 7, 8- benzoquinoline in quantitative yield. The N-heterocyclization reaction was found to be markedly influenced by the ligands employed. Benzoindoles were also synthesized by the ...

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