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

Weihua Qiu, Jide Zhu, Rencai Tao,Kai Yang,Qiuling Song

ORGANIC CHEMISTRY FRONTIERS(2024)

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摘要
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.
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