Issue 10, 2024

Synthesis of 10B-enriched 2,1-borazaronaphthalenes from o-aminostyrenes and 10BF3

Abstract

Herein we present a practical approach for preparing 10B-enriched 2,1-borazaronaphthalenes from o-aminostyrenes and 10BF3 (the primary source of boron-10) in the presence of chlorosilane. The synthetic potential of this transformation is showcased by the satisfactory substrate scope, scale-up reaction and late-stage modification of 10B-enriched molecules. The preliminary mechanistic studies suggest that this 10B transformation may involve the formation of boron chloride species and subsequent cyclization with o-amino-styrene.

Graphical abstract: Synthesis of 10B-enriched 2,1-borazaronaphthalenes from o-aminostyrenes and 10BF3

Supplementary files

Article information

Article type
Research Article
Submitted
28 Jan 2024
Accepted
14 Mar 2024
First published
26 Mar 2024

Org. Chem. Front., 2024,11, 2733-2738

Synthesis of 10B-enriched 2,1-borazaronaphthalenes from o-aminostyrenes and 10BF3

W. Qiu, J. Zhu, R. Tao, K. Yang and Q. Song, Org. Chem. Front., 2024, 11, 2733 DOI: 10.1039/D4QO00176A

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