Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 15, Issue 34, Pages 7093-7096Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7ob01654a
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Funding
- Boehringer-Ingelheim Pharmaceuticals, Ridgefield, CT, USA
- Alexander von Humboldt Foundation
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A Pd(0)-catalyzed elimination of an allylic acetate generates a pi-allyl complex that is postulated to initiate a novel intramolecular Diels-Alder cycloaddition to a tethered furan (IMDAF). Under the reaction conditions, this convergent, microwave-accelerated cascade process provides substituted indoles in moderate to good yields after Pd-hydride elimination, aromatization by dehydration, and in situ N-Boc cleavage.
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