The aromatic Claisen rearrangement of a 1,2-azaborine-Reference-Cited by-同舟云学术

The aromatic Claisen rearrangement of a 1,2-azaborine

Published:2023 Issue:18 Volume:21 Page:3778-3783
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Robichaud Hannah M.¹,Ishibashi Jacob S. A.¹^ORCID,Ozaki Tomoya¹,Lamine Walid²,Miqueu Karinne²^ORCID,Liu Shih-Yuan¹²^ORCID

Affiliation:

1. Department of Chemistry, Boston College, Chestnut Hill, Massachusetts 02467-3860, USA

2. Université de Pau et des Pays de l'Adour, E2S UPPA/CNRS, Institut des Sciences Analytiques et de Physico-Chimie pour l'Environnement et les Matériaux IPREM UMR 5254, Hélioparc, 2 avenue P. Angot, 64053 Pau cedex 09, France

Abstract

The first aromatic Claisen rearrangement of a 1,2-azaborine is described along with a quantitative kinetic comparison of the reaction of the azaborine with its direct all-carbon analogue.

Funder

National Institute of General Medical Sciences

Université de Pau et des Pays de l'Adour

Boston College

National Science Foundation

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2023/OB/D2OB02186B

Reference47 articles.

1. B-N as a C-C substitute in aromatic systems

2. BN versus CC: How Similar Are They?

3. Recent Advances in Azaborine Chemistry

4. The State of the Art in Azaborine Chemistry: New Synthetic Methods and Applications

5. Boron Mimetics: 1,2-Dihydro-1,2-azaborines Bind inside a Nonpolar Cavity of T4 Lysozyme

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