{"title":"KOH-catalyzed cross-coupling of primary and secondary alcohols: evidence for radical pathways","authors":"Amlan Subhadarshi Nayak, Shubham Jaiswal, Manas Kumar Sahu, Chidambaram Gunanathan","doi":"10.1007/s12039-023-02241-7","DOIUrl":null,"url":null,"abstract":"<div><p>A simple base, KOH-catalyzed cross-coupling of primary and secondary alcohols is reported in which the primary alcohols play the role of alkylation reagents. EPR and mechanistic studies confirmed the involvement of radical and ketone intermediates formed from primary and secondary alcohols, respectively, leading to the formation of <i>β</i>-alkylated secondary alcohols.</p><h3>Graphical abstract</h3><p>A simple base-catalyzed synthesis of higher secondary alcohols directly from the cross-coupling of primary and secondary alcohols is reported.</p><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":616,"journal":{"name":"Journal of Chemical Sciences","volume":null,"pages":null},"PeriodicalIF":1.7000,"publicationDate":"2024-01-18","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/s12039-023-02241-7","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
A simple base, KOH-catalyzed cross-coupling of primary and secondary alcohols is reported in which the primary alcohols play the role of alkylation reagents. EPR and mechanistic studies confirmed the involvement of radical and ketone intermediates formed from primary and secondary alcohols, respectively, leading to the formation of β-alkylated secondary alcohols.
Graphical abstract
A simple base-catalyzed synthesis of higher secondary alcohols directly from the cross-coupling of primary and secondary alcohols is reported.
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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