{"title":"Metal-free C(sp3)-H Bromination: Synthesis of Phenacyl bromide and Benzyl bromide derivatives","authors":"Sourav Mal, Satinath Sarkar, Manoranjan Jana","doi":"10.1007/s12039-022-02107-4","DOIUrl":null,"url":null,"abstract":"<div><p>A metal-free C(sp<sup>3</sup>)-H bromination methodology has been developed for aromatic ketones and some substituted toluenes under ambient conditions. The reaction for the toluenes is mediated by PhI(OAc)<sub>2</sub> (iodobenzene diacetate) in presence of KBr, while the bromination in aromatic ketones requires additional assistance of <i>p</i>-TsOH.H<sub>2</sub>O and BF<sub>3</sub>.Et<sub>2</sub>O.</p><h3>Graphical abstract</h3><p>Synopsis: Synthesis of phenacyl bromides has been achieved under transition metal-free conditions. Some observations on substituted toluene systems have also been reported. In both cases, C(sp<sup>3</sup>)-H bromination has taken place at room temperature in the presence of phenyliodine diacetate (PIDA).</p>\n <figure><div><div><div><picture><source><img></source></picture></div></div></div></figure>\n </div>","PeriodicalId":50242,"journal":{"name":"Journal of Chemical Sciences","volume":"134 4","pages":""},"PeriodicalIF":1.7000,"publicationDate":"2022-12-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Chemical Sciences","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s12039-022-02107-4","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"Chemistry","Score":null,"Total":0}
引用次数: 0
Abstract
A metal-free C(sp3)-H bromination methodology has been developed for aromatic ketones and some substituted toluenes under ambient conditions. The reaction for the toluenes is mediated by PhI(OAc)2 (iodobenzene diacetate) in presence of KBr, while the bromination in aromatic ketones requires additional assistance of p-TsOH.H2O and BF3.Et2O.
Graphical abstract
Synopsis: Synthesis of phenacyl bromides has been achieved under transition metal-free conditions. Some observations on substituted toluene systems have also been reported. In both cases, C(sp3)-H bromination has taken place at room temperature in the presence of phenyliodine diacetate (PIDA).
期刊介绍：
Journal of Chemical Sciences is a monthly journal published by the Indian Academy of Sciences. It formed part of the original Proceedings of the Indian Academy of Sciences – Part A, started by the Nobel Laureate Prof C V Raman in 1934, that was split in 1978 into three separate journals. It was renamed as Journal of Chemical Sciences in 2004. The journal publishes original research articles and rapid communications, covering all areas of chemical sciences. A significant feature of the journal is its special issues, brought out from time to time, devoted to conference symposia/proceedings in frontier areas of the subject, held not only in India but also in other countries.
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