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- Title
Rh<sup>III</sup>-Catalyzed Dehydrogenative Coupling of Quinoline N-Oxides with Alkenes: N-Oxide as Traceless Directing Group for Remote C-H Activation.
- Authors
Sharma, Ritika; Kumar, Rakesh; Kumar, Inder; Sharma, Upendra
- Abstract
AR hIII-catalyzed dehydrogenative coupling reaction of quinoline N-oxides with alkenes has been developed that provides C-8 olefinated quinoline derivatives by employing a remote C-H activation strategy. Main features of this catalytic method include the use of N-oxide as a traceless directing group, the high selectivity of the reaction for the C-8 position, and the broad scope of possible substrates. Mechanistic studies have also been performed. A five-membered rhodacycle of quinoline N-oxide, a possible key reaction intermediate, was synthesized and characterized for the first time.
- Subjects
QUINOLINE; HYDROCARBONS; ORGANIC compounds; ORGANIC synthesis; ORGANIC chemistry
- Publication
European Journal of Organic Chemistry, 2015, Vol 2015, Issue 34, p7519
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201501246