Two novel indole rearrangements
โ Scribed by Acheson, R. Morrin; Prince, Richard J.; Procter, Garry
- Book ID
- 115548051
- Publisher
- Royal Society of Chemistry
- Year
- 1979
- Weight
- 538 KB
- Volume
- 0
- Category
- Article
- ISSN
- 1472-7781
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๐ SIMILAR VOLUMES
We wish to report a facile thermal rearrangement of an N-aryl propynylamine oxide to an indole. The present study, to our knowledge, is the first report of such a rearrangement. Compound 1 (89.5%; m.p. 76-77)\* was prepared by the condensation of l-(4-chlorophenoxy)-4chloro-2-butyne3 with two moles
A Novel Abnormal Rearrangement in the Fischer Indole Synthesis. -Application of naltrexone (I) and the tetrahydronaphthylhydrazones (II) gives the expected indole derivatives (III) and an abnormal product (IV) probably via a [3,3] sigmatropic rearrangement. Interestingly, the hydrazone (Ia) lacking