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
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.
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| Authors | Kim, Hyewon;Thombal, Raju S;Khanal, Hari Datta;Lee, Yong Rok; |
| Journal | Chemical communications (Cambridge, England) |
| Year | 2019 |
| DOI | 10.1039/c9cc06758b |
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