Journal
SYNLETT
Volume 29, Issue 9, Pages 1207-1210Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0037-1609338
Keywords
indoles; indolopyridazinobenzoxazepinanes; regioselectivity; polycyclic heterocycles; Smiles rearrangement
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Funding
- Shandong Province Higher Educational Science and Technology Program [J17KA099]
- Shandong Provincial Natural Science Foundation for Doctors Scholar [ZR2017BB016]
- Natural Science Foundation of Linyi University [LYDX2016BS092]
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A simple and convenient synthesis of indole-fused pyridazino[4,5-b][1,4]benzoxazepin-4(3H)-ones is described. A range of 2-(1Hindol-2-yl)phenols and 4,5-dichloropyridazln-3-ones are compatible with this reaction. A Smiles rearrangement is proposed as a key step in the highly regioselective construction of the products. The easy availability of the starting materials makes this an appealing method in organic synthesis.
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