Acylalkylation of Arynes Generated from o-Iodoaryl Triflates with Hydrosilanes and Cesium Fluoride

Mai Minoshima, Keisuke Uchida, Yu Nakamura, Takamitsu Hosoya, Suguru Yoshida

Research output: Contribution to journalArticlepeer-review

Abstract

An efficient method to generate aryne intermediates from o-iodoaryl triflates triggered by triethylsilane and cesium fluoride is disclosed. This method realized the acylalkylation of arynes using easily available o-iodoaryl triflate-type precursors, which was difficult when using conventional nucleophilic activators. A wide range of (hetero)arenes including various fused benzothiazoles were successfully synthesized from o-iodoaryl triflates by virtue of their good accessibility and divergent transformations of aryne intermediates.

Original languageEnglish
Pages (from-to)1868-1873
Number of pages6
JournalOrganic Letters
Volume23
Issue number5
DOIs
Publication statusPublished - 5 Mar 2021

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