Photocatalytic Decarboxylative Alkylation of Cyclic Imine-BF3 Complexes: A Modular Route to Functionalized Azacycles

被引：16

作者：

Bhatt, Kamal ^{[1
]}

Adili, Alafate ^{[1
]}

Tran, Andrew H. ^{[1
]}

Elmallah, Kamal M. ^{[1
]}

Ghiviriga, Ion ^{[2
]}

Seidel, Daniel ^{[1
]}

机构：

[1] Univ Florida, Dept Chem, Ctr Heterocycl Cpds, Gainesville, FL 32611 USA

[2] Univ Florida, Ctr NMR Spect, Dept Chem, Gainesville, FL 32611 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2024年 / 146卷 / 38期

关键词：

H BOND FUNCTIONALIZATION; CARBOXYLIC-ACIDS; HYDRIDE TRANSFER; PHOTOREDOX CATALYSIS; ORGANIC-MOLECULES; RADICAL-ADDITION; AMINES; NITROGEN; CONSTRUCTION; ANNULATION;

D O I：

10.1021/jacs.4c08754

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Alkyl radicals generated via an acridine photocatalyzed decarboxylation reaction of feedstock carboxylic acids engage with a range of cyclic imine-BF3 complexes to provide alpha-functionalized azacycles in an operationally simple process. A three-component variant of this transformation incorporating [1.1.1]propellane as an additional reaction partner enables the synthesis of valuable bicyclopentane (BCP)-containing azacycles. Reactions exhibit good functional group compatibility, enabling late-stage modification of complex bioactive molecules.

引用

页码：26331 / 26339

页数：9

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