Synthesis of amidines via iron-catalyzed dearomative amination of β-naphthols with oxadiazolones. Issue 2 (10th December 2021)

• Record Type: Journal Article
• Authors: Fan, Yan-Hui; Guan, Xiao-Yu; Li, Wen-Pei; Lin, Cheng-Zhou; Bing, De-Xian; Sun, Mei-Zhi; Cheng, Guo; Cao, Jing; Chen, Jun-Jie; Deng, Qing-Hai
• Is Part Of: Organic chemistry frontiers. Volume 9:Issue 2(2022)
• Page Start: 380
• Page End: 385
• Publication Date: 2021-12-10
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d1qo01687c
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : An efficient and convenient method for the synthesis of amidines bearing a β-naphthalenone moiety catalyzed by cheap iron(ii ) chloride is presented by employing oxadiazolones as the nitrene precursors. Abstract : An iron-catalyzed dearomative amination of β-naphthols via a nitrene-transfer process has been developed. Oxadiazolones, which have rarely been applied for the synthesis of amidines, are used as the nitrene source. A variety of amidines bearing β-naphthalenone moieties were generated smoothly in good to high yields (up to 98%) in the presence of 1.5 equivalents of tetrabutylammonium bromide, which was added as an essential additive.