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Pd-Catalyzed Dearomative Three-Component Reaction of Bromoarenes with Diazo Compounds and Allylborates

preprint
submitted on 24.07.2019 and posted on 25.07.2019 by Masaaki Komatsuda, Hiroki Kato, Kei Muto, Junichiro Yamaguchi
Acatalytic dearomative three-component reaction of bromoarenes with TMS-diazomethane and allyl borate was developed. The key of this assembling reaction is the use of a diazo compound to generate a Pd-π-benzyl intermediate through a Pd-carbenoid species. This method allowed for a dearomative functionalization using arenes as limiting reagents. Heteroaryl bromides were also applicable to give dearomatized structures under the reaction conditions.

Funding

JSPS KAKENHI JP19H02726

JSPS KAKENHI JP18H04661

JSPS KAKENHI JP19K15573

History

Email Address of Submitting Author

junyamaguchi@waseda.jp

Institution

Waseda University

Country

Japan

ORCID For Submitting Author

0000-0002-3896-5882

Declaration of Conflict of Interest

No conflict of interest to declare.

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