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Reaction of 4′-Benzyloxy-2-(4-pyridinyl)acetophenone with Ethylmagnesium Chloride: Unusual C-Benzylation and in situ Reduction by β-Hydrogen Transfer

✍ Scribed by Haroutounian, Serkos A. ;Couladouros, Elias A.


Book ID
102368258
Publisher
John Wiley and Sons
Year
2006
Tongue
English
Weight
279 KB
Volume
1996
Category
Article
ISSN
0947-3440

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✦ Synopsis


Abstract

In solution, 4′‐benzyloxy‐2‐(4‐pyridinyl)acetophenone (1) mainly exists as enol 4 which does not undergo typical Grignard addition reactions. Treatment with an excess of ethylmagnesium chloride, however, initiates an unusual sequence of transformations leading to formation of the C‐benzylated compounds 2 and 3.