Direct Formation of Benzoins from Diarylmethanones via a Rearrangement Reaction Promoted by Samarium Metal in DMF

Yongjun Liu; Xiaoliang Xu; Yongmin Zhang

doi:10.1055/s-2004-815408

LETTER

Direct Formation of Benzoins from Diarylmethanones via a Rearrangement Reaction Promoted by Samarium Metal in DMF

Yongjun Liu^a, Xiaoliang Xu^a, Yongmin Zhang*^a,b
^a Department of Chemistry, Zhejiang University, Xi-xi Campus, Hangzhou, 310028, P. R. China
^b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, P. R. China
Fax: +86(571)88807077; e-Mail: yminzhang@mail.hz.zj.cn;

Abstract

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Abstract

Diarylmethanones react readily with DMF when promoted by samarium metal in DMF with TMSCl or iodine as an activator, to afford benzoins in good to excellent yields via rearrangement of aryl groups. As for asymmetric diarylmethanones, products resulting from the migration of either aryl group were obtained, where the migration of aryl groups shows certain priority.

Key words

samarium - DMF - diarylmethanone - rearrangement reaction - benzoin - benzil

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References

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