A One-Pot Construction of Halogenated Trifluoromethylated Pyrroles through NXS (X = Br, I) Triggered Cascade

An easy two-step, one-pot synthesis of halogenated trifluoromethylated pyrroles is realized by sequential intermolecular hydroamination reaction of 2-trifluoromethyl-1,3-enynes with aliphatic primary amines under mild reaction conditions, and NXS mediated oxidative cyclization of the hydroamination...

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Veröffentlicht in:Organic letters 2017-09, Vol.19 (18), p.4968-4971
Hauptverfasser: Huang, Chaoqian, Zeng, Yu, Cheng, Huayu, Hu, Anjing, Liu, Lu, Xiao, Yuanjing, Zhang, Junliang
Format: Artikel
Sprache:eng
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Zusammenfassung:An easy two-step, one-pot synthesis of halogenated trifluoromethylated pyrroles is realized by sequential intermolecular hydroamination reaction of 2-trifluoromethyl-1,3-enynes with aliphatic primary amines under mild reaction conditions, and NXS mediated oxidative cyclization of the hydroamination product. The salient features of this method include mild conditions, readily available starting materials, general substrate scope, high efficiency and synthetic utility of the products.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b02427