{"title":"One‐Step Construction of 9,10‐Diarylphenanthrenes Using Solid Calcium Carbide as an Alternative of Gaseous Acetylene","authors":"","doi":"10.1002/ajoc.202400235","DOIUrl":null,"url":null,"abstract":"<div><div>A convenient method for the construction of 9,10‐diarylphenanthrenes through one‐pot multicomponent reactions of iodoarenes, <em>o</em>‐bromobenzoic acids, and calcium carbide is described. A series of target compounds are efficiently synthesized <em>via</em> Csp<sup>2</sup>−H activation and the simultaneous construction of five C−C bonds. The salient features of this method are the use of inexpensive and easy‐to‐handle solid alkyne source as an alternative of flammable and explosive gaseous acetylene. Meanwhile the use of commercially available substrates, wide functional tolerance, and simple workup procedure are also advantage of this protocol. In addition, the corresponding products can also be synthesized on gram scale.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"13 10","pages":"Article e202400235"},"PeriodicalIF":2.8000,"publicationDate":"2024-10-01","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/S2193580724002848","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
A convenient method for the construction of 9,10‐diarylphenanthrenes through one‐pot multicomponent reactions of iodoarenes, o‐bromobenzoic acids, and calcium carbide is described. A series of target compounds are efficiently synthesized via Csp2−H activation and the simultaneous construction of five C−C bonds. The salient features of this method are the use of inexpensive and easy‐to‐handle solid alkyne source as an alternative of flammable and explosive gaseous acetylene. Meanwhile the use of commercially available substrates, wide functional tolerance, and simple workup procedure are also advantage of this protocol. In addition, the corresponding products can also be synthesized on gram scale.
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.