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Site-specific labeling of indole derivatives; 3-(dimethylaminomethyl) indole-2-2H (1)

✍ Scribed by T. R. Bosin; R. B. Rogers

Publisher: John Wiley and Sons
Year: 1974
Tongue: French
Weight: 175 KB
Volume: 10
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2590100209

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✦ Synopsis

Abstract

A procedure for the site‐specific labeling of indole derivatives has been developed. The procedure utilizes the blocking and activating properties of the p‐toluenesulfonyl group which allows for the facile metalation at the 2‐position of indole with n ‐butyllithium and incorporation of deuterium upon reaction with ^2^H~2~O. Removal of the p‐toluenesulfonyl group is achieved by treatment with sodium in liquid ammonia and occurs with retention of the label.

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