Ziyue Zhu , Yijie Xu , Samantha Kyriazakos , G. K. Surya Prakash
{"title":"Nucleophilic Trifluoromethoxylation of Benzyl Bromides via Carbonyl Diimidazole","authors":"Ziyue Zhu , Yijie Xu , Samantha Kyriazakos , G. K. Surya Prakash","doi":"10.1002/ejoc.202500529","DOIUrl":null,"url":null,"abstract":"<div><div>An operationally simple nucleophilic trifluoromethoxylation protocol via an inexpensive, commercially available and bench stable reagent, carbonyl diimidazole and AgF is presented. Mechanistic studies are performed to reveal that this method does not proceed through the conventional trifluoromethoxide anion pathway that generates toxic difluorophosgene as an intermediate.</div></div>","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"28 34","pages":"Article e202500529"},"PeriodicalIF":2.7000,"publicationDate":"2025-09-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"European Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1434193X25004153","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
An operationally simple nucleophilic trifluoromethoxylation protocol via an inexpensive, commercially available and bench stable reagent, carbonyl diimidazole and AgF is presented. Mechanistic studies are performed to reveal that this method does not proceed through the conventional trifluoromethoxide anion pathway that generates toxic difluorophosgene as an intermediate.
期刊介绍:
The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies.
The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry:
Liebigs Annalen
Bulletin des Sociétés Chimiques Belges
Bulletin de la Société Chimique de France
Gazzetta Chimica Italiana
Recueil des Travaux Chimiques des Pays-Bas
Anales de Química
Chimika Chronika
Revista Portuguesa de Química
ACH—Models in Chemistry
Polish Journal of Chemistry.