Guo Yanhui, Wang Guodong, Wei Li, Wan Jie-Ping
College of Chemistry and Chemical Engineering , Jiangxi Normal University , Nanchang 330022 , P. R. China.
J Org Chem. 2019 Mar 1;84(5):2984-2990. doi: 10.1021/acs.joc.8b02897. Epub 2019 Feb 12.
The cascade reactions between NH-functionalized enaminones and sulfonyl hydrazines have been developed for the synthesis of fully substituted pyrazoles. By making use of the hydrophilic primary amino group in the enaminones, the reactions proceed well in the medium of pure water in the presence of molecular iodine, TBHP, and NaHCO via cascade C-H sulfonylation and pyrazole annulation. The cleavage of the C-N bond in enaminones is confirmed by the experiment using N-labeled enaminone.
已开发出NH官能化烯胺酮与磺酰肼之间的级联反应，用于合成完全取代的吡唑。通过利用烯胺酮中的亲水性伯氨基，反应在纯水介质中，在分子碘、叔丁基过氧化氢和碳酸氢钠存在下，通过级联C-H磺酰化和吡唑环化顺利进行。使用N标记的烯胺酮进行的实验证实了烯胺酮中C-N键的断裂。
