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

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

doi:10.1039/d4qo00176a

Org. Chem. Front.

2024

DOI: 10.1039/d4qo00176a

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

Weihua Qiu,

Jide Zhu,

Rencai Tao

et al.

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.

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Pd-Catalyzed B–H Aryl/Alkenylation of 1,2-Azaborines

Zhang,

Jiang,

et al. 2024

ACS Catal.

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Direct functionalization of 1,2-azaborines to construct B−C bonds remains challenging. Here, we report a Pdcatalyzed B−H aryl/alkenylation reaction of 1,2-azaborines. The method provides a general platform to access diverse boronsubstituted 1,2-azaborine compounds (>60 examples). The synthetic utility is highlighted through the late-stage modification of bioactive molecules, as well as the preparation and transformations of the 10 B-enriched 1,2-azaborine product and the synthesis of four BN isostere analogues of bioactive molecules. And the reaction mechanism is also explored and discussed.

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Pd-Catalyzed B–H Aryl/Alkenylation of 1,2-Azaborines

Zhang,

Jiang,

et al. 2024

ACS Catal.

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Nickel-catalyzed reductive difunctionalization of BN-heterocyclic olefins

Li,

Yu,

Yang

et al. 2025

Org. Chem. Front.

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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.

Cited by 2 publications

References 53 publications

Pd-Catalyzed B–H Aryl/Alkenylation of 1,2-Azaborines

Pd-Catalyzed B–H Aryl/Alkenylation of 1,2-Azaborines

Nickel-catalyzed reductive difunctionalization of BN-heterocyclic olefins

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