Synthesis of a tetrafluoro-substituted aryl azide and its protio analog as photoaffinity labeling reagents for the estrogen receptor

KG Pinney, JA Katzenellenbogen

Index: Pinney, Kevin G.; Katzenellenbogen, John A. Journal of Organic Chemistry, 1991 , vol. 56, # 9 p. 3125 - 3133

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Citation Number: 58

Abstract

A tetrafluoro-substituted aryl azide 1 and its protio analogue 2, both photoaffinity labeling reagents for the estrogen receptor, have been prepared by direct coupling of the appropriately substituted Cazidobenzoyl chloride with the electron rich C-3 of 6-methoxy-2- (4methoxyphenyl) benzo [blthiophene 3. This represents a rare example of aryl azide stability under Friedel-Crafts acylation conditions. Alternatively, the protio analogue 2 can ...