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N-Alkylation-Initiated Redox-Neutral [5 + 2] Annulation of 3-Alkylindoles with o-Aminobenzaldehydes: Access to Indole-1,2-Fused 1,4-Benzodiazepines
- Source :
- Organic Letters. 21:8904-8908
- Publication Year :
- 2019
- Publisher :
- American Chemical Society (ACS), 2019.
-
Abstract
- Described herein is an unprecedented N-alkylation-initiated redox-neutral [5 + 2] annulation of 3-alkylindoles with o-aminobenzaldehydes via a cascade N-alkylation/dehydration/[1,5]-hydride transfer/Friedel-Crafts alkylation sequence. A series of indole-1,2-fused 1,4-benzodiazepines are facilely constructed in moderate to good yields in one step. This protocol features excellent regioselectivity, metal-free conditions, high step economy, and wide substrate scope.
Details
- ISSN :
- 15237052 and 15237060
- Volume :
- 21
- Database :
- OpenAIRE
- Journal :
- Organic Letters
- Accession number :
- edsair.doi...........591666ad549a86afe15bb8094ebcf297