Chemical and Pharmaceutical Bulletin p. 1960 - 1962 (1994)
Update date:2022-08-05
Topics: Rearrangement Starting Material Ylide Formation Azolium Ylide Expulsion Formation of Deoxybenzoin
Miyashita
Matsuoka
Iwamoto
Higashino
Treatment of several 1,3-dimethyl-2-(α-benzyloxybenzyl)benzimidazolium iodides 1 with K2CO3 gave deoxybenzoins 2 in moderate yields. Deoxybenzoins 2 were produced through rearrangement of benzyl groups followed by expulsion of 1,3-dimethylbenzimidazolium ylide (4). The reaction is classified as a Wittig rearrangement.
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(1998)