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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Metal Template Reactions. XXV. N-Acyl Isatin Precursors for the Synthesis of Malonamido Macrocyclic Metal Complexes

DS Black, N Chaichit, BM Gatehouse and GI Moss

Australian Journal of Chemistry 40(10) 1745 - 1754
Published: 1987

Abstract

Reaction of sodium isatide with dimethylmalonyl dichloride yielded the oxazinoindole (6) rather than the expected product (4). The glyoxylamide (8), which served as a precursor to the macrocyclic complex (15), was therefore prepared by a sequence involving compounds (9), (10) and (7). Such a route makes use of the reactivity of N-acyl isatins and the protecting capacity of the benzyloxycarbonyl group. The structure of compound (6) was established by X-ray crystallography.

https://doi.org/10.1071/CH9871745

© CSIRO 1987

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