Silver(I)-Catalyzed Reaction between Pyrazole and Propargyl Acetates: Stereoselective Synthesis of the Scorpionate Ligands (E)-Allyl-gem-dipyrazoles (ADPs)

Bhanuchandra, M. ; Kuram, Malleswara Rao ; Sahoo, Akhila K. (2013) Silver(I)-Catalyzed Reaction between Pyrazole and Propargyl Acetates: Stereoselective Synthesis of the Scorpionate Ligands (E)-Allyl-gem-dipyrazoles (ADPs) Journal of Organic Chemistry, 78 (23). pp. 11824-11834. ISSN 0022-3263

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Official URL: http://doi.org/10.1021/jo401867e

Related URL: http://dx.doi.org/10.1021/jo401867e

Abstract

The reaction between readily accessible pyrazole and propargyl acetates in the presence of Ag(I) catalyst yielded a new class of (E)-allyl-gem-dipyrazole scorpionate ligands: 1-aryl-2-N-pyrazolyl allyl acetates and 1,3-dipyrazolyl-3-arylpropene. The reaction showed broad substrate scope, and various functional and protecting groups were tolerated under the reaction conditions. The palladium(II) scorpionate complex could thus be easily prepared and successfully employed in Suzuki-Miyaura cross-couplings in water.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:122451
Deposited On:02 Aug 2021 14:59
Last Modified:02 Aug 2021 14:59

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