Issue 47, 2020
From the journal:

Chemical Communications

Transition metal-free B(dan)-installing reaction (dan: naphthalene-1,8-diaminato): H–B(dan) as a B(dan) electrophile†

Jialun Li,a   Michinari Seki,a   Shintaro Kamioa  and  Hiroto Yoshida ORCID logo *b  

* Corresponding authors

a Applied Chemistry Program, Graduate School of Advanced Science and Engineering, Hiroshima University, Higashi-Hiroshima 739-8527, Japan

b Basic Chemistry Program, Graduate School of Advanced Science and Engineering, Hiroshima University, Higashi-Hiroshima 739-8526, Japan
E-mail: yhiroto@hiroshima-u.ac.jp

Abstract

H–B(dan) was demonstrated to serve as a B(dan) electrophile, despite its highly diminished boron-Lewis acidity, leading to direct and transition metal-free approach to R–B(dan) of high synthetic utility upon treatment with Grignard reagents. Iterative cross-coupling of 5-bromo-2-pyridyl–B(dan), synthesized by the present method, was also achieved.

Graphical abstract: Transition metal-free B(dan)-installing reaction (dan: naphthalene-1,8-diaminato): H–B(dan) as a B(dan) electrophile

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Article information

DOI
https://doi.org/10.1039/D0CC02560G
Article type
Communication
Submitted
09 Apr 2020
Accepted
30 Apr 2020
First published
30 Apr 2020

Chem. Commun., 2020,56, 6388-6391

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Transition metal-free B(dan)-installing reaction (dan: naphthalene-1,8-diaminato): H–B(dan) as a B(dan) electrophile

J. Li, M. Seki, S. Kamio and H. Yoshida, Chem. Commun., 2020, 56, 6388 DOI: 10.1039/D0CC02560G

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