The stereochemistry of organometallic compounds. XLIII* rhodium-catalysed reactions of 2-(alkenyloxy)benzylamines and 2-(N-allyl-N-benzylamino)benzylamine

Eva M. Campi, W. Roy Jackson, Quentin J. McCubbin, Andrew E. Trnacek

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Abstract

Reactions of 2-(allyloxy)benzylamines with H2/CO in the presence of rhodium catalysts give 1,3-benzoxazines, and 2-(N-allyl-N-benzylamino)benzylamine gives a quinazoline. These reactions have been shown to involve allylic cleavage followed by regioselective carbonylation at the internal carbon atom as demonstrated by crossover experiments. Reactions of longer chain (alkenyloxy)benzylamines under similar conditions give polymeric material.

Original languageEnglish
Pages (from-to)219-230
Number of pages12
JournalAustralian Journal of Chemistry
Volume49
Issue number2
Publication statusPublished - 1 Dec 1996

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