2-Aminophenyl-1H-pyrazole as a Removable Directing Group for Copper-Mediated C–H Amidation and Sulfonamidation

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• 作者：Wan-Chen Cindy Lee ; Yuning Shen ; David A. Gutierrez ; Jie Jack Li
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：June 3, 2016
• 年：2016
• 卷：18
• 期：11
• 页码：2660-2663
• 全文大小：346K
• 年卷期：0
• ISSN：1523-7052

文摘

2-Aminophenyl-1H-pyrazole was discovered as a removable bidentate directing group for copper-mediated aerobic oxidative C(sp²–H) bond amidation and sulfonamidation. When Cu(OAc)₂ was employed as the copper source and 1,1,3,3-tetramethylguanidine as an organic base, the reaction, optimally carried out overnight in DMSO at 80 °C in open air, produced a variety of amides and sulfonamides in moderate to excellent yields. This directing group has proven to be particularly efficient in C–H sulfonamidation.