Journal
ORGANIC LETTERS
Volume 20, Issue 6, Pages 1589-1592Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b00332
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Funding
- JSPS KAKENHI Grant [16K18849]
- Grants-in-Aid for Scientific Research [16K18849] Funding Source: KAKEN
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A novel cascade reaction of indole-2,3-epoxide equivalents with gamma-carbolines by utilizing a double open and shut transformation to access multiheterocyclic compounds containing both isotryptamines and pyrimido[1,6-a]indoles has been developed. This strategy utilizes the in situ formation of a bulky quaternary ammonium salt via ammonium exchange, which undergoes Hofmann elimination/vinylogous Mannich/retro-Mannich/cyclization cascade sequences.
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