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A New Entry to the Synthesis of 2,3-Disubstituted Indoles

โœ Scribed by Mukai, Chisato; Takahashi, Yukie


Book ID
125531302
Publisher
American Chemical Society
Year
2005
Tongue
English
Weight
85 KB
Volume
7
Category
Article
ISSN
1523-7060

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A new synthesis of 2,3-disubstituted ind
โœ J. Hillard; K. V. Reddy; K. C. Majumdar; B. S. Thyagarajan ๐Ÿ“‚ Article ๐Ÿ“… 1974 ๐Ÿ› Journal of Heterocyclic Chemistry ๐ŸŒ English โš– 334 KB
Selective lithiation of 2,3-dibromo-1-me
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Indole (1) can be converted to 2,3-dibromo-1-methylindole (3) in two operations (92% yield). Treatment of 3 with tert-butyllithium effects clean monolithiation to 3-bromo-2-lithio-1-methylindole (4), which can be trapped with various electrophiles to afford the 3-bromo-2-substituted indoles (5-8) in