One‐Step Construction of 9,10‐Diarylphenanthrenes Using Solid Calcium Carbide as an Alternative of Gaseous Acetylene

IF 2.8 4区 化学 Q1 CHEMISTRY, ORGANIC Asian Journal of Organic Chemistry Pub Date : 2024-10-01 DOI:10.1002/ajoc.202400235
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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.
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用固体碳化钙替代气态乙炔一步法制备 9,10-二芳基菲
本文介绍了一种通过碘代烯烃、邻溴苯甲酸和碳化钙的单锅多组分反应构建 9,10-二芳基菲的简便方法。通过 Csp2-H 活化和同时构建五个 C-C 键,高效合成了一系列目标化合物。该方法的显著特点是使用廉价且易于处理的固体炔源替代易燃易爆的气态乙炔。同时,该方法还具有使用市售底物、官能容限宽和操作步骤简单等优点。此外,相应的产品也可以在克级规模上合成。
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来源期刊
CiteScore
4.70
自引率
3.70%
发文量
372
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.
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