高价碘诱导的 C-C 键断裂法合成 2-氰基芳基氨基甲酸酯和 2-氰基芳基脲衍生物

Divergent Synthesis of 2-Cyanoaryl Carbamate and 2-Cyanoaryl Urea Derivatives via Hypervalent Iodine-Induced C-C Bond Cleavage.

机构信息

School of Chemistry and Chemical Engineering and Hubei Key Laboratory of Bioinorganic Chemistry and Materia Medica, Huazhong University of Science and Technology, 1037 Luoyu Road, Wuhan, Hubei 430074, P.R. China.

出版信息

J Org Chem. 2022 Aug 5;87(15):10208-10215. doi: 10.1021/acs.joc.2c01175. Epub 2022 Jul 21.

DOI:10.1021/acs.joc.2c01175

PMID:35861605

Abstract

Divergent synthetic methods for transforming isatins to 2-cyanoaryl carbamate and 2-cyanoaryl urea derivatives were developed using ammonium carbamate as the nitrogen source and iodobenzene diacetate as the oxidant. This reaction features mild conditions, broad substrate scope, and moreover, the use of toxic cyano-containing compounds is avoided.

摘要

开发了使用氨基甲酸铵作为氮源和二醋酸碘苯作为氧化剂，将异色满转化为 2-氰基芳基氨基甲酸酯和 2-氰基芳基脲衍生物的多种不同合成方法。该反应具有条件温和、底物适用范围广的特点，而且避免了使用有毒的含氰化合物。