Indole synthesis by Pd-catalyzed annulation of ketones with o-iodoaniline: 1,2,3,4-tetrahydrocarbazole
CAS index name: 1H-Carbazole, 2,3,4,9-tetrahydro-
Organic SynthesesCyclization
A checked procedure from Organic Syntheses, the journal whose preparations are repeated in a second laboratory before publication. The full experimental, with amounts, hazards and characterisation data, is on orgsyn.org.
Reagents
| Compound | Role | Equiv | MW (g/mol) | ρ (g/mL) | Safety |
|---|---|---|---|---|---|
| 1,2,3,4-Tetrahydrocarbazole942-01-8 · C12H13N | product | — | 171.24 | — | Warning |
More cyclization reactions
- [3+2]-Anionic electrocyclization using 2,3-bis(phenylsulfonyl)-1,3-butadiene: trans-4,7,7-tricarbomethoxy-2-phenylsulfonylbicyclo[3.3.0]oct-1-ene
- [3 + 4] Annulation using a [β-(trimethylsilyl)acryloyl]silane and the lithium enolate of an α,β-unsaturated methyl ketone: (1R,6S,7S)-4-(tert-butyldimethylsiloxy)-6-(trimethylsilyl)bicyclo[5.4.0]undec-4-en-2-one
- (E)-1-Benzyl-3-(1-iodoethylidene)piperidine: nucleophile-promoted alkyne-iminium ion cyclizations
- Conjugate addition–cyclization of a cyanocuprate: 2-carbomethoxy-3-vinylcyclopentanone
- Cyclobutanone via solvolytic cyclization
- Cyclopentadiene annulation via the Skattebøl rearrangement: (1R)-9,9-dimethyltricyclo-[6.1.1.02,6]deca-2,5-diene