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An unexpected participation of oxygen in a novel synthesis of [2,2′-bi-1H-indene]-3,3′-dialkyl-3,3′-dihydroxy-1,1′-diones

✍ Scribed by Lili Xu; Huaming Huang; Zhiyi Song; Jiben Meng; Teruo Matsuura

Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
236 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis

This paper describes, for the first time, a short synthetic procedure for [2,2%-bi-1H-indene]-3,3%-dialkyl-3,3%-dihydroxy-1,1%-diones (1a-f). The key feature of this synthetic method lies in the participation of oxygen when the intermediate arises from the nucleophilic addition of alkylmagnesium bromide to 2,2%-biindanylidene-1,1%,3,3%-tetraone. The background leading to the development of this synthesis is discussed, together with the proposal of a novel reaction mechanism. The structures of all the new compounds have been determined by X-ray crystallography.

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