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Synthesis of pyrrolo[1,2-a]indoles: vilsmeier formylation of some 3-methylindol-2-yl ketones and 3(3-methylindol-2-yl)propenoic ester

โœ Scribed by Takawira C.-G. Kazembe; Deryck A. Taylor

Book ID
107857106
Publisher
Elsevier Science
Year
1980
Tongue
French
Weight
901 KB
Volume
36
Category
Article
ISSN
0040-4020

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โœ Yanbing Liu; Gordon W Gribble ๐Ÿ“‚ Article ๐Ÿ“… 2002 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 103 KB

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