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Synthetic studies toward diazonamide A. Preparation of the benzofuranone-indolyloxazole fragment

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
39
Issue
16
Identifiers
DOI: 10.1016/s0040-4039(98)00231-7

Abstract

Abstract The benzofuranone-indolyloxazole fragment of the polycyclic marine natural product diazonamide A was prepared from tryptamine. The oxazole ring was synthesized from an α keto-indole via cyclodehydration with Ph 3P Cl 3CCCl 3 , and after selective Stille biaryl coupling with 2-iodo-6-stannylphenol, the benzofuranone ring was constructed by an intramolecular Heck annulation of an α,β-unsaturated aryl ester.

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