REACTION OF 4'-BENZYLOXY-2(4-PYRIDINYL)ACETOPHENONE WITH ETHYLMAGNESIUM CHLORIDE - UNUSUAL C-BENZYLATION AND IN-SITU REDUCTION BY BETA-HYDROGEN TRANSFER
Sa. Haroutounian et Ea. Couladouros, REACTION OF 4'-BENZYLOXY-2(4-PYRIDINYL)ACETOPHENONE WITH ETHYLMAGNESIUM CHLORIDE - UNUSUAL C-BENZYLATION AND IN-SITU REDUCTION BY BETA-HYDROGEN TRANSFER, Liebigs Annalen, (7), 1996, pp. 1139-1141
In solution, 4'-benzyloxy-2-(4-pyridinyl)acetophenone (I) mainly exist
s as enol 4 which does not undergo typical Grignard addition reactions
. Treatment with an excess of ethyl-magnesium chloride, however, initi
ates an unusual sequence of transformations leading to formation of th
e C-benzylated compounds 2 and 3.