N-Triflination of pyrazolones: a new method for N-S bond formation

Panigrahi, A and Muniraj, N and Prabhu, KR (2021) N-Triflination of pyrazolones: a new method for N-S bond formation. In: Organic and Biomolecular Chemistry, 19 (25). pp. 5534-5538.

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Abstract

A simple method, which takes place quickly in 5 min, is developed for theN-triflination of pyrazolones using CF3SO2Na (Langlois reagent) and phenyliodine(iii)bis(trifluoroacetate) (PIFA). This reaction takes place at the imine nitrogen centre instead of the more reactive C4-position, forming a new N-S bond. A variety of pyrazolone derivatives were subjected to the reaction. Unlike the previous reports on sulfenylation or sulfonylation of pyrazolone, wherein the corresponding C-S bond is formed, this new method leads to the formation of the hetero-hetero atom bond (N-S bond) at room temperature. © The Royal Society of Chemistry 2021.

Item Type:	Journal Article
Publication:	Organic and Biomolecular Chemistry
Publisher:	Royal Society of Chemistry
Additional Information:	The copyright for this article belongs to Royal Society of Chemistry.
Keywords:	Chemistry; Positive ions, Bond formation; Heteroatoms; Langlois; Pyrazolones; SIMPLE method; Sulfenylation; Sulfonylation; Trifluoroacetates, Chemical bonds
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	08 Mar 2023 09:15
Last Modified:	08 Mar 2023 09:15
URI:	https://eprints.iisc.ac.in/id/eprint/80820

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