Benzynes are highly strained and reactive alkynes and derived from an aromatic ring by removal of two ortho substituents. Because it has great activity and usefulness, a lot of attempt to make benzyne formation have been reported and especially, the method using silyaryl triflate in the presence of fluoride source has been employed. Herein, we report the design, synthesis and achievements of a new type of benzyne precursor which is capable of highly reactive benzyne intermediate induced by 1,3-silyl group migration on the aryl moiety. We would use this base-promoted benzyne generation method for the synthesis of 2-aminophenol or carbazole derivatives which are the substructure of some synthetic compounds with various pharmacological activities.

Regioselective reactions of new aryne precursors induced via 1,3-silyl group migration

254th National Meeting (2017)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.