Two robust, efficient syntheses of [phenyl ring??U??14C] indole through use of [phenyl ring??U??14C] aniline

CAB Wager, SA Miller

Index: Wager, Carrie A. B.; Miller, Sandra A. Journal of Labelled Compounds and Radiopharmaceuticals, 2006 , vol. 49, # 7 p. 615 - 622

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Citation Number: 11

Abstract

Abstract Two robust, efficient syntheses of [phenyl ring-U-14 C] indole are presented. In the first synthesis, we developed optimum reaction conditions for the Houben–Hoesch alkylation of chloro acetonitrile with aniline. This was found through the screening of several Lewis acids coupled with the use of Sugasawa conditions for ortho direction. Following alkylation, the resultant imine was hydrolyzed to the phenone, and then thermal cyclization followed ...