120th General Meeting of the KCS

Type Oral Presentation
Area Oral Presentations of Young Scholars in Organic Division
Room No. Room 304+305+306
Time THU 09:00-:
Code ORGN.O-1
Subject Introduction of a New Hydroxybenzyne Precursors Induced by 1,3-Brook Rearrangement
Authors Yong-Ju Kwon, Wonsuk Kim1,*
Department of Chemistry and Nano Science, Ewha Womans University, Korea
1Chemistry Department of Nano-Science, Ewha Womans University, Korea
Abstract 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 nucleophilic addition reaction and cycloaddition reaction and obtained meta-regioselective compounds in good to excellent yields. We also investigated plausible mechanism through previous reported method and crossover experiment.
E-mail rdjwkd@naver.com