6533b859fe1ef96bd12b7f3c
RESEARCH PRODUCT
The fischer indole synthesis of 8-methyl-5-substituted-1-oxo-β-carbolines: A remarkable high yield of a [1,2]-methyl migration.
S. V. LuisM. Isabel Burguetesubject
Indole testchemistry.chemical_compoundStereochemistryChemistryYield (chemistry)Fischer indole synthesisOrganic ChemistryDrug DiscoveryLactamRing (chemistry)Biochemistrydescription
Abstract A very unusual high yield of rearranged products (via methyl migration) has been obtained in the Fischer indole cyclization of the 3-(2,5-dimethyl phenylhydrazone) of 2,3-piperidine dione (6b). When a less activated aromatic ring is present in the phenylhydrazone 6, such a behaviour is not observed and cyclization occurs essentially without rearrangement.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 1991-01-01 | Tetrahedron |