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用 BrF3 合成稀有 N-(三氟甲基)酰胺和 N-(二氟亚甲基)-N-(三氟甲基)胺[RN(CF3)CF2R']。

Toward the synthesis of the rare N-(trifluoromethyl)amides and the N-(difluoromethylene)-N-(trifluoromethyl)amines [RN(CF3)CF2R'] using BrF3.

机构信息

School of Chemistry, Tel-Aviv University, Tel-Aviv 69978, Israel.

出版信息

J Org Chem. 2009 Nov 20;74(22):8578-82. doi: 10.1021/jo901560b.

Abstract

A synthesis of a wide range of different aliphatic, aromatic, and heterocyclic N-(trifluoromethyl)amides along with aromatic N-(difluoromethylene)-N-(trifluoromethyl)amine derivatives has been developed. The starting materials are the easily available isothiocyanates, and the fluorinating reagent is the commercially available bromine trifluoride. The reaction is performed under mild conditions, and the fluorinated amides and amines are produced in moderate to high yields.

摘要

已经开发出了一系列广泛的不同脂肪族、芳香族和杂环 N-(三氟甲基)酰胺以及芳香族 N-(二氟亚甲基)-N-(三氟甲基)胺衍生物的合成方法。起始原料为易得的异硫氰酸酯,氟化试剂为市售的溴三氟甲烷。反应在温和条件下进行,得到的氟代酰胺和胺以中等至高的收率生成。

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