Cho Eun Kee, Quach Phong K, Zhang Yunfei, Sim Jae Hun, Lambert Tristan H
Department of Chemistry and Chemical Biology, Cornell University Ithaca New York 14853 USA
Chem Sci. 2022 Feb 1;13(8):2418-2422. doi: 10.1039/d1sc06234d. eCollection 2022 Feb 23.
The use of hydrazine-catalyzed ring-closing carbonyl-olefin metathesis (RCCOM) to synthesize polycyclic heteroaromatic (PHA) compounds is described. In particular, substrates bearing Lewis basic functionalities such as pyridine rings and amines, which strongly inhibit acid catalyzed RCCOM reactions, are shown to be compatible with this reaction. Using 5 mol% catalyst loadings, a variety of PHA structures can be synthesized from biaryl alkenyl aldehydes, which themselves are readily prepared by cross-coupling.
本文描述了使用肼催化的闭环羰基-烯烃复分解反应（RCCOM）来合成多环杂芳族（PHA）化合物。特别地，带有路易斯碱性官能团（如吡啶环和胺）的底物，这些官能团会强烈抑制酸催化的RCCOM反应，但已证明它们与该反应兼容。使用5 mol%的催化剂负载量，可以从联芳基烯基醛合成多种PHA结构，而联芳基烯基醛本身很容易通过交叉偶联制备。
