Silver-catalyzed nitrosation and nitration of aromatic amides using NOBF4

Sa Li; Wentao Liu; Xiao-Feng Xia

doi:10.1039/d3ob01729j

Silver-catalyzed nitrosation and nitration of aromatic amides using NOBF₄

Org Biomol Chem. 2023 Dec 6;21(47):9428-9432. doi: 10.1039/d3ob01729j.

Authors

Sa Li¹, Wentao Liu², Xiao-Feng Xia¹

Affiliations

¹ Key Laboratory of Synthetic and Biological Colloids, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi, Jiangsu, 214122, China. xiaxf@jiangnan.edu.cn.
² Industry and Information Technology Development Center of Yinan County, Linyi, Shandong, 276300, China.

PMID: 37990946
DOI: 10.1039/d3ob01729j

Abstract

Divergent aromatic ring nitrosation and nitration of aromatic amides are reported using NOBF₄ as the electrophile under silver-catalyzed conditions. The reactions proceed efficiently with a wide range of compatible functionalities providing ortho-position nitrosation products, deacylation nitrosation products, and nitration products from different tertiary and secondary aromatic amides.