๐”– Bobbio Scriptorium
โœฆ   LIBER   โœฆ

Generation and reactions of 2,3-dilithio-N-methylindole. Synthesis of 2,3-disubstituted indoles

โœ Scribed by Yanbing Liu; Gordon W Gribble

Book ID
104230403
Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
63 KB
Volume
42
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

โœฆ Synopsis

Generation of 2,3-dilithio-N-methylindole (7) from 2,3-diiodo-N-methylindole ( 6) and subsequent reaction with various electrophiles (NH 4 Cl, DMF, ClCO 2 Me, CO 2 , phthalic anhydride) affords the corresponding 2,3-disubstituted indoles in good to excellent yields (41-99%).

๐Ÿ“œ SIMILAR VOLUMES

Selective lithiation of 2,3-dibromo-1-me
Selective lithiation of 2,3-dibromo-1-methylindole. A synthesis of 2,3-disubstituted indoles
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

A new synthesis of 2,3-disubstituted ind
A new synthesis of 2,3-disubstituted indoles
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