Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.
Org Lett. 2013 Aug 2;15(15):3836-9. doi: 10.1021/ol401453f. Epub 2013 Jul 12.
Cu(OTf)2-catalyzed selective arene C-H bond hydroxylation and nitration reactions of azacalix[1]arene[3]pyridines were achieved using KNO2 as an ambident O- and N-nucleophile under very mild aerobic conditions to yield functionalized azacalixaromatics. The reaction, which selectivity between hydroxylation and nitration was modulated by the reaction medium employed, proceeded through a Cu(II)-Cu(III)-Cu(I) mechanism.
采用 KNO2 作为双亲核试剂，在温和的有氧条件下，Cu(OTf)2 催化氮杂杯[1]芳烃[3]吡啶的选择性芳环 C-H 键羟化和硝化反应，得到功能化的氮杂芳烃。该反应通过 Cu(II)-Cu(III)-Cu(I) 机制进行，反应介质的选择可以调节羟化和硝化之间的选择性。
