Issue 95, 2014

An efficient generation method and remarkable reactivities of 3-triflyloxybenzyne

Abstract

3-Triflyloxybenzyne was generated via an iodine–magnesium exchange reaction of 1,3-bis(triflyloxy)-2-iodobenzene using the trimethylsilylmethyl Grignard reagent. Various arynophiles and nucleophiles reacted regioselectively with 3-triflyoxybenzyne to afford cycloadducts and unique aryl triflones, which were provided via thia-Fries rearrangement.

Graphical abstract: An efficient generation method and remarkable reactivities of 3-triflyloxybenzyne

Supplementary files

Article information

Article type
Communication
Submitted
07 Sep 2014
Accepted
30 Sep 2014
First published
08 Oct 2014

Chem. Commun., 2014,50, 15059-15062

An efficient generation method and remarkable reactivities of 3-triflyloxybenzyne

S. Yoshida, K. Uchida, K. Igawa, K. Tomooka and T. Hosoya, Chem. Commun., 2014, 50, 15059 DOI: 10.1039/C4CC07058E

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