有机锌试剂在不对称偶氮芳烃合成中的应用。

Organozincs for versatile synthesis of non-symmetric azoarenes.

机构信息

Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Ren-Ai Road 199, 215123 Suzhou, P. R. China.

Suzhou Key Laboratory of Pathogen Bioscience and Anti-infective Medicine, Soochow University, Ren-Ai Road 199, Suzhou 215123, P. R. China.

出版信息

Org Biomol Chem. 2023 Jul 12;21(27):5506-5510. doi: 10.1039/d3ob00800b.

DOI:10.1039/d3ob00800b

PMID:37345730

Abstract

A practical arylation of diazonium salts with diarylzinc reagents has been developed, thus affording straightforward access to non-symmetric azoarenes. Moreover, the user-friendly solid arylzinc pivalates can also undergo nucleophilic Csp-N bond formation. Mild conditions, transition metal-free process, broad substrate scope and functional group compatibility illustrate the synthetic utility of the reaction.

摘要

已开发出一种实用的重氮盐与二芳基锌试剂的芳基化反应，从而为非对称偶氮芳烃的合成提供了直接途径。此外，易于操作的固体芳基锌特戊酸盐也可以进行亲核 Csp-N 键形成反应。温和的条件、无过渡金属过程、广泛的底物范围和官能团相容性说明了该反应的合成实用性。