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Synthesis of 2-Aminobenzonitriles through Nitrosation Reaction and Sequential Iron(III)-Catalyzed C–C Bond Cleavage of 2-Arylindoles
Organic Letters ( IF 4.9 ) Pub Date : 2018-05-25 00:00:00 , DOI: 10.1021/acs.orglett.8b01294
Wei-Li Chen 1 , Si-Yi Wu 1 , Xue-Ling Mo 1 , Liu-Xu Wei 1 , Cui Liang 1 , Dong-Liang Mo 1
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A variety of 2-aminobenzonitriles were prepared from 2-arylindoles in good to excellent yields through tert-butylnitrite (TBN)-mediated nitrosation and sequential iron(III)-catalyzed C–C Bond cleavage in a one-pot fashion. The 2-aminobenzonitriles can be used to rapidly synthesize benzoxazinones by intramolecular condensation. The present method features an inexpensive iron(III) catalyst, gram scalable preparations, and novel C–C bond cleavage of indoles.

中文翻译:

亚硝化反应和铁(III)顺序催化2-Arylindoles的CC键断裂合成2-氨基苄腈

通过丁基亚硝酸盐(TBN)介导的亚硝化反应和连续铁(III)催化的C–C键裂解,以一锅方式从2-芳基吲哚制备了各种类型的2-氨基苯甲腈,产率高至优异。2-氨基苄腈可用于通过分子内缩合快速合成苯并恶嗪酮。本方法具有廉价的铁(III)催化剂,克级可缩放制备物和吲哚的新型C–C键裂解的特点。
更新日期:2018-05-25
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