{"title":"Switchable Site‐Selectivite Direct Acetoxylation of Pyrazolones","authors":"Tanakorn Kittikool , Tarm Viriyanukul , Kunita Phakdeeyothin , Sirilata Yotphan","doi":"10.1002/ajoc.202400808","DOIUrl":null,"url":null,"abstract":"<div><div>Site‐selective direct acetoxylation of pyrazolones was accomplished by utilizing an easy‐to‐handle (diacetoxyiodo)benzene (PIDA) as the sole acetoxylating reagent. In the presence of Pd(OAc)<sub>2</sub> catalyst, the 4‐acetoxylated pyrazolone product was exclusively formed. Meanwhile, in the absence of Pd(OAc)<sub>2</sub>, the pyrazolone methyl acetate product was obtained over the C<em>sp</em><sup><em>2</em></sup>−H bond functionalization. Both approaches have been successfully applied to various pyrazolone substrates, giving the corresponding products in moderate to high yields under mild conditions.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 4","pages":"Article e202400808"},"PeriodicalIF":2.8000,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Asian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2193580725000637","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Site‐selective direct acetoxylation of pyrazolones was accomplished by utilizing an easy‐to‐handle (diacetoxyiodo)benzene (PIDA) as the sole acetoxylating reagent. In the presence of Pd(OAc)2 catalyst, the 4‐acetoxylated pyrazolone product was exclusively formed. Meanwhile, in the absence of Pd(OAc)2, the pyrazolone methyl acetate product was obtained over the Csp2−H bond functionalization. Both approaches have been successfully applied to various pyrazolone substrates, giving the corresponding products in moderate to high yields under mild conditions.
期刊介绍:
Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC)
The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.