1,2-1,4 addition reaction sequence leading to disubstituted acel

Details 1,2-1,4 addition reaction sequence leading to disubstituted acel 1,2-1,4 addition reaction sequence leading to disubstituted acel

1987-03-19

1988-09-20

Lone, Werren B.

Organic compounds -- part of the class 532-570 series

Organic compounds

Oxygen containing

260396R, 564374, 568634, 568744, 568745, C07C 43215, C07C 43225, C07C 39205

Patent

active

047727551

ABSTRACT:
A method for synthesizing a tri-substituted phenyl compound (I) by using a 1,2-addition followed by a 1,4-addition to 1,4-benzoquinone (II): ##STR1## wherein X is hydroxy, alkoxy or alkanoyloxy, Ar.sup.1 is an organic group and R is an unsubstituted or substituted alkyl group.

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James A. Sinclair, Conjugate Addition of B-1-Alkynyl-9-Borabicyclo [3.3.1]-Nonanes to .alpha., .beta.-Unsaturated Ketones, 1976, pp. 954-956.
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Jerry March, Advanced Organic Chemistry (Reactions, Mechanisms, and Structure), 1977, 1968, pp. 728, 729 & 731.
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Michael Sworin, The Uncatalyzed Conjugate Addition Reaction of 2-(1,3-Dioxolan-2-Yl)-Ethylmagnesium Bromide with Cyclic .alpha., .beta.-Enones, 1987, pp. 3217-3220.

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