A Metal-Free Oxidative Cross-Dehydrogenative Coupling of N-Aryl Tetrahydroisoquinolines and 2-Methylazaarenes Using a Recyclable Oxoammonium Salt as Oxidant in Aqueous Media
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- 作者：Li Fang ; Zhenhua Li ; Zhijiang Jiang ; Zhiyong Tan and Yuanyuan Xie
- 刊名：European Journal of Organic Chemistry
- 出版年：2016
- 出版时间：July 2016
- 年：2016
- 卷：2016
- 期：21
- 页码：3559-3567
- 全文大小：1399K
- ISSN：1099-0690
文摘
A metal-free oxidative cross-dehydrogenative coupling of N-aryl tetrahydroisoquinolines and 2-methylazaarenes in water under mild conditions has been developed. 4-Acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate was employed as a mild oxidant that can be recovered and reused directly. The reaction proceeds through formation of an iminium ion in situ followed by condensation with various nucleophiles, providing the desired products in moderate to good yields.