Palladium‐Catalyzed Carbonylation of Aryl Sulfonium Salts with CO2 as a CO Surrogate

IF 2.8 4区 化学 Q1 CHEMISTRY, ORGANIC Asian Journal of Organic Chemistry Pub Date : 2024-07-01 DOI:10.1002/ajoc.202400142
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Abstract

Palladium‐catalyzed carbonylation of aryl sulfonium salts with CO2 as a CO surrogate has been successfully developed via a one‐pot two‐step procedure. Thus, by merging thianthrenation and the carbonylation, site‐selective aromatic C−H carbonylation of a plethora of readily available arenes can be realized with CO2, providing access to a variety of structurally diverse and useful benzamides, esters and carboxylic acids. Simple operation, broad substrate scope, good functional group tolerance and mild reaction conditions are the attractive features of the method. Late‐stage functionalization of complex bioactive molecules as well as the precise synthesis of pharmaceuticals 1‐BCP and butoxycaine demonstrated the potential application of the established protocol.

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钯催化的芳基锍盐与 CO2 作为 CO 代用品的羰基化反应
钯催化的芳基锍盐羰基化反应以二氧化碳作为一氧化碳代用品,通过一步法两步法已成功开发出来。因此,通过合并噻蒽化合和羰基化反应,可以用 CO2 对大量易得的炔烃进行位点选择性芳香 C-H 羰基化反应,从而获得各种结构多样且有用的苯甲酰胺、酯和羧酸。该方法具有操作简单、底物范围广、官能团耐受性好和反应条件温和等诱人特点。复杂生物活性分子的后期功能化以及药物 1-BCP 和丁氧基卡因的精确合成,都证明了这一既定方案的潜在应用价值。
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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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