Fischer indole synthesis in low melting mixtures.
Functionalized indoles are synthezised under mild conditions in a tartaric acid-dimethylurea melt. The melt serves as the solvent and as the catalyst. Under these reaction conditions, sensitive functional groups such as N-Boc, N-Cbz, or azides are stable, and indolenines are obtained regioselectively in excellent yields. The practical use of the method is demonstrated in the synthesis of the hormone melatonin.
Department of Chemistry, Indian Institute of Technology-Madras, Chennai 600036, India.
Sangram
S
Gore
Sundarababu
S
Baskaran
Burkhard
B
König
D002384:Catalysis; D002625:Chemistry, Organic / Q000379:methods; D020650:Combinatorial Chemistry Techniques; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis* / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
D006575:Heterocyclic Compounds, 3-Ring; D007211:Indoles