Rhodium(iii)-catalyzed regioselective distal ortho C-H alkenylation of N-benzyl/furanylmethylpyrazoles directed by N-coordinating heterocycles.

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ID: 64002
2019
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Abstract
C-H activation of challenging N-benzylpyrazoles was accomplished by employing rhodium(iii) catalysis. This C-H activation reaction proceeds via a six-membered rhodacycle intermediate and enables distal regioselective alkenyl-functionalization on the aromatic ring of N-benzylpyrazoles without the formation of bis-adducts. High functional group tolerance, low catalyst loading, and superior reactivity of olefin moieties towards N-benzylpyrazoles are some of the attractive features of this protocol. This protocol offers a broad scope for the regioselective functionalization of indazoles, benzo[d][1,2,3]triazoles, and 1-(furan-3-ylmethyl)-1H-pyrazole in good yields.
Reference Key
kim2019rhodiumiiicatalyzedchemical Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Kim, Hyewon;Thombal, Raju S;Khanal, Hari Datta;Lee, Yong Rok;
Journal Chemical communications (Cambridge, England)
Year 2019
DOI
10.1039/c9cc06758b
URL
Keywords
molecular docking DFT pyrazole derivatives spectrum

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