Caboxylative Coupling of N-(Arylmethyl)sulfonimides with Allyltributylstannane Catalyzed by Palladium Nanoparticles Involving Benzylic C−N Cleavage

IF 2.7 4区 化学 Q1 CHEMISTRY, ORGANIC Asian Journal of Organic Chemistry Pub Date : 2024-11-14 DOI:10.1002/ajoc.202400388
Chaolin Wu, Yanlong Xie, Dr. Jiliang Song, Prof. Xiujuan Feng, Siqi Jian, Wenchao Lu, Jiuzhen Zhu, Prof. Yoshinori Yamamoto, Prof. Ming Bao
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Abstract

The palladium-catalyzed three-component coupling of aryl (hetero) methylsulfonamide, allyltributyltin and carbon dioxide (carboxylative Stille coupling reaction) was successfully conduced to produce β,γ-unsaturated esters in satisfactory to good yields. The reaction was carried out under mild conditions by using in situ generated palladium nanoparticles as catalyst through the formation of π-allylpalladium sulfonamide intermediates in the presence of tetrabutylammonium bromide (TBAB).

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钯纳米粒子催化N-(芳基甲基)磺酰亚胺与烯丙基三丁基锡烷的协同偶联
钯催化芳基(杂)甲基磺酰胺、烯丙基三丁基锡和二氧化碳的三组分偶联反应(羧化Stille偶联反应)成功地合成了β,γ-不饱和酯,收率较高。以原位生成的钯纳米颗粒为催化剂,在四丁基溴化铵(TBAB)存在下生成π-烯丙基钯磺酰胺中间体,在温和条件下进行了反应。
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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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