Synthesis of amidines via iron-catalyzed dearomative amination of β-naphthols with oxadiazolones

Literature Information

Publication Date 2021-11-30
DOI 10.1039/D1QO01687C
Impact Factor 5.281
Authors

Yan-Hui Fan, Xiao-Yu Guan, Wen-Pei Li, Cheng-Zhou Lin, De-Xian Bing, Mei-Zhi Sun, Guo Cheng, Jing Cao, Jun-Jie Chen, Qing-Hai Deng


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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.

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DOI: 10.1039/D0QO90036B

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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