Cesium Carboxylate-Promoted Iridium Catalyzed C-H Amidation/Cyclization with 2,2,2-Trichloroethoxycarbonyl Azide

Tao Zhang, Zhen Wang, Xuejiao Hu, Meng Yu, Tianning Deng, Guigen Li, Hongjian Lu

Research output: Contribution to journalArticlepeer-review

22 Scopus citations

Abstract

An Ir(III)-catalyzed direct C-H amidation/cyclization of benzamides using 2,2,2-trichloroethoxycarbonyl azide (TrocN3) as the aminocarbonyl source is reported. With the aid of cesium carboxylate, the reactions proceed efficiently and with high regioselectivity, producing various functionalized quinazoline-2,4(1H,3H)-diones, which are important building blocks and key synthetic intermediates for biologically and medicinally important compounds. During the reactions, two new C-N bonds were formed by breaking C-H and N-H bonds sequence.

Original languageEnglish
Pages (from-to)4898-4905
Number of pages8
JournalJournal of Organic Chemistry
Volume81
Issue number11
DOIs
StatePublished - Jun 3 2016

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