ChemInform Abstract: Functionalized Pyrazoles as Agents in C—C Cross‐Coupling Reactions.

Pejic, Marijana; Popp, Sebastian; Bolte, Michael; Lerner, Hans‐Wolfram

doi:10.1002/chin.201420109

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2019

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“…1,4-Dioxnae was purchased from the Fujifilm Wako Pure Chemical Corporation and used as received. Pyrazoles 2a, 11 2b, 16 and 2f 17 were prepared according to the literature procedures. Pyrazoles 2c and 2d were purchased from Tokyo Chemical Industry Co., Ltd. and used as received.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

Synthesis of N-Arylpyrazoles by Palladium-Catalyzed Coupling of Aryl Triflates with Pyrazole Derivatives

2019

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A method for the synthesis of N-arylpyrazoles by palladium-catalyzed coupling of aryl triflates with pyrazole derivatives is described. Using tBuBrettPhos as a ligand, the palladium-catalyzed C−N coupling of a variety of aryl triflates including ortho-substituted ones with pyrazole derivatives proceeded efficiently to give N-arylpyrazole products in high yields. 3-Trimethylsilylpyrazole was found to be an excellent pyrazole substrate for the coupling, and the corresponding product, 1-aryl-3-trimethylsilylpyrazole, also served as a great template for the syntheses of N-arylpyrazole derivatives, as demonstrated by regioselective halogenation at the 3-, 4-, and 5positions of the pyrazole ring. Note pubs.acs.org/joc

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Section: ■ Experimental Sectionmentioning

confidence: 99%