Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1998-07-15
2000-12-12
McKane, Joseph K.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
548490, 548491, C07D20904, C07D20912
Patent
active
061601276
ABSTRACT:
A process for the preparation of 5,6-disubstituted indoles in which a 4-5-disubstituted-2,.beta.-nitrostyrene is subjected to a reductive cyclization in the presence of a water soluble dithionite salt.
REFERENCES:
patent: 2934396 (1960-04-01), Charle et al.
patent: 3194734 (1965-07-01), Seemuller et al.
patent: 4808190 (1989-02-01), Grollier et al.
patent: 5262546 (1993-11-01), Pan et al.
patent: 5704949 (1998-01-01), Prota et al.
Mason, H.S., The Chemistry of Melanin, 172, 83(1948).
Pawelek, John M., et. al., 5,6-Dihydroxyindole is a Melanin Precursor showing potent cytotoxicity, Nature 276, 627(1978).
Beer, R.J.S., et al., The Chemistry of Melanins, Part I. The Synthesis of 5,6-Dihydroxyindole and Related Compounds, J. Chem. Soc. (1948) 2223.
Benigni, J.D., et al., The Synthesis of 5,6-Dihydroxyindole and Some of its Derivatives, J. Heterocycl. Compd., 1965, 2, 387.
Sinhababu, A.K., et al, Silica Gel Assisted Reductive Cyclization of Alkoxy-2, B-dinitrostyrenes to Alkoxyindoles, J. Org. Chem., vol. 48, No.19, 1983, 3347.
Murphy, Brian P., Efficient Synthesis of 5,6-Diacetoxyindole: A Stable Eumelanin Precursor, J. Org. Chem. 1985, 5873.
Murphy, Brian P. et al., Synthesis of 5,6-Dihydroxyindole: A Novel Reductive Cyclization of (E)-4,5-Dihydroxy-2, B-Dinitrostyrene, Synthetic Communications, 15 (4), 321 (1985).
Murphy, Brian P., Synthesis and Physical Properties of 5,6-Dihydroxyindole, J. Org. Chem. 1985, 50, 2790.
Batcho, A.D., et al., Indoles From 2-methylnitrobenzenes By Condensation with Formamide Acetals Followed by Reduction: 4 Benzyloxyindole, Organic Syntheses Coll., vol. VII p.34 (1990).
Prota Giuseppe
Wenke Gottfried
Bristol--Myers Squibb Company
McKane Joseph K.
Oswecki Jane C.
Simon Morton S.
Zeller Charles J.
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