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Missing Reactivity of Trimethylsilyl Reagents: Dehalogenative Activation Enabling One-Pot Generation of Aryne from 2-Iodophenol

preprint
submitted on 02.04.2019 and posted on 03.04.2019 by Koichiro Mikami, Takaaki Hirano, Hanamura Hitoshi
Herein we present a missing reactivity of trimethylsilyl reagents; dehalogenative activation, which involves abstracting a halogen atom and anionically activating the substrate similar to the halogen-metal exchange reaction in classical carbanion species. This missing reactivity allowed for the one-pot generation of aryne from 2-iodophenol.

Funding

This study was partly supported by a Grant-in-Aid for Young Scientists (No. 17K14498, and 15K17863).

History

Email Address of Submitting Author

koichiro.mikami@sagami.or.jp

Institution

Sagami Chemical Research Institute

Country

Japan

ORCID For Submitting Author

0000-0003-2368-8138

Declaration of Conflict of Interest

There are no conflicts to declare.

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