Cu(OTf)2-catalyzed selective arene C-H bond hydroxylation and nitration with KNO2 as an ambident O- and N-nucleophile via a Cu(II)-Cu(III)-Cu(I) mechanism

Zhang, H; Zhao, L; Wang, DX; Wang, MX

HERO ID

3806261

Reference Type

Journal Article

Year

2013

Language

English

PMID

23848544

HERO ID 3806261
In Press No
Year 2013
Title Cu(OTf)2-catalyzed selective arene C-H bond hydroxylation and nitration with KNO2 as an ambident O- and N-nucleophile via a Cu(II)-Cu(III)-Cu(I) mechanism
Authors Zhang, H; Zhao, L; Wang, DX; Wang, MX
Journal Organic Letters
Volume 15
Issue 15
Page Numbers 3836-3839
Abstract 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.
Doi 10.1021/ol401453f
Pmid 23848544
Wosid WOS:000322853000009
Is Certified Translation No
Dupe Override No
Is Public Yes
Language Text English