Jump to main content
Jump to site search


Using a traceless directing group for the silver-mediated synthesis of 3-trifluoromethylpyrazoles: a computational study on the mechanism and origins of regioselectivity

Author affiliations

Abstract

The silver-mediated one-pot synthesis of 3-trifluoromethylpyrazoles using a traceless directing group was investigated by density functional theory (DFT) calculations. In this paper, we studied computationally the two putative reaction mechanisms and origins of high regioselectivity to elucidate the principal features of this transformation. The calculated results reveal (1) the pathway involving silver-mediated cycloaddition is more kinetically favored; (2) the origin of high regioselectivity for the reaction; (3) silver(I) and nitro group can effectively improve the reaction activity and reduce the overall barrier of the reaction to 22.9 kcal mol−1.

Graphical abstract: Using a traceless directing group for the silver-mediated synthesis of 3-trifluoromethylpyrazoles: a computational study on the mechanism and origins of regioselectivity

Back to tab navigation

Supplementary files

Publication details

The article was received on 29 Sep 2018, accepted on 23 Oct 2018 and first published on 25 Oct 2018


Article type: Research Article
DOI: 10.1039/C8QO01051J
Citation: Org. Chem. Front., 2018, Advance Article
  •   Request permissions

    Using a traceless directing group for the silver-mediated synthesis of 3-trifluoromethylpyrazoles: a computational study on the mechanism and origins of regioselectivity

    F. Jia, J. Luo and B. Zhang, Org. Chem. Front., 2018, Advance Article , DOI: 10.1039/C8QO01051J

Search articles by author

Spotlight

Advertisements