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Novel spiro and fused heterocycles from the allylation of indigo
- Source :
- Tetrahedron Letters. 50:6947-6950
- Publication Year :
- 2009
- Publisher :
- Elsevier BV, 2009.
-
Abstract
- The allylation of indigo results in the one-step synthesis of two unique complex heterocyclic systems: a spiroindoline–pyridoindolone arising from the addition of three allyl moieties and a fused pyridoindolo-azepinoindolone generated from the addition and subsequent cyclisation of two allyl moieties. The structures of these novel heterocycles are assigned unambiguously using extensive NMR experiments and by X-ray crystallographic analysis. The distribution of the products is influenced by the use of thermal versus microwave heating.
- Subjects :
- chemistry.chemical_classification
Chemical structure
Organic Chemistry
One-pot synthesis
Biochemistry
Combinatorial chemistry
Indigo
chemistry.chemical_compound
Cascade reaction
chemistry
Indigo carmine
Heterocyclic compound
Microwave heating
Drug Discovery
Microwave irradiation
Organic chemistry
Subjects
Details
- ISSN :
- 00404039
- Volume :
- 50
- Database :
- OpenAIRE
- Journal :
- Tetrahedron Letters
- Accession number :
- edsair.doi...........4e5233fc3e5499428bd91230bf81da45