Synthesis of 4-Functionalized Pyrazoles via Oxidative Thio/selenocyanation Mediated by PhICl2 and NH4SCN/KSeCN

Submitting author affiliation:
Tianjin University, Tianjin, China

Beilstein Arch. 2024, 202414.

Published 20 Mar 2024

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This preprint has not been peer-reviewed. When a peer-reviewed version is available, this information will be updated.


A series of 4-thio/selenocyanated pyrazoles were conveniently synthesized from 4-unsubstituted pyrazoles using NH4SCN/KSeCN as thio/selenocyanogen sources and PhICl2 as the hypervalent iodine oxidant. This metal-free approach was postulated to involve the in situ generation of the reactive thiocyanogen chloride (Cl-SCN/SeCN) from the reaction of PhICl2 and NH4SCN/KSeCN, followed by an electrophilic thio/selenocyanation of pyrazole skeleton.

Keywords: PhICl2; pyrazoles; thiocyanation, selenocyanation, thiocyanogen chloride

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When a peer-reviewed version of this preprint is available, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:

Wu, J.; Shi, H.; Li, X.; He, J.; Zhang, C.; Sun, F.; Du, Y. Beilstein Arch. 2024, 202414. doi:10.3762/bxiv.2024.14.v1

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