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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 17, 1987 - Issue 7
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Original Articles

The Allylic Rearrangement. V.1 Reaction of 4-Haloisophorone with Sodium Methoxide in Methanol

Sadao Tsuboi Department of Synthetic Chemistry, School of Engineering, Okayama University, Tsushima, Okayama, 700, Japan
,
Yoichi Kurihara Department of Synthetic Chemistry, School of Engineering, Okayama University, Tsushima, Okayama, 700, Japan
,
Takayuki Watanabe Department of Synthetic Chemistry, School of Engineering, Okayama University, Tsushima, Okayama, 700, Japan
&
Akira Takeda Department of Synthetic Chemistry, School of Engineering, Okayama University, Tsushima, Okayama, 700, Japan
Pages 773-780 | Published online: 05 Dec 2006
 
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Abstract

Treatment of 4-bromoisophorone with sodium methoxide gave 2-methoxyisophorone (4). Reaction of 4-chloroisophorone with sodium methoxide at 65–70° C afforded Favorskii-type rearangement product along with 4.

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