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Palladium-Catalyzed Synthesis of Esters from Arenes through C–H Thianthrenation
Organic Letters ( IF 5.2 ) Pub Date : 2022-08-05 , DOI: 10.1021/acs.orglett.2c02330
Mengning Wang 1 , Xiaomei Zhang 1 , Mengtao Ma 1 , Binlin Zhao 1
Affiliation  

The efficient palladium-catalyzed synthesis of esters from readily available arenes has been developed. These C–H bond esterifications were achieved relying on the regioselective thianthrenation to generate the aryl-TT salts, which were treated as reactive electrophilic substrates to couple with phenol formate and N-hydroxysuccinimide (NHS) formate giving access to phenol esters and NHS esters, respectively, in the absence of carbon monoxide. A wide range of functional esters could be prepared with high efficiency under this redox-neutral palladium-catalytic condition. Late-stage functionalization and investigations of synthetic applications demonstrated the potential application of the established platform and these products.

中文翻译:

钯催化芳烃 C-H 噻蒽化合成酯

已经开发出从容易获得的芳烃中高效钯催化合成酯的方法。这些 C-H 键酯化是通过区域选择性噻蒽化反应生成芳基-TT 盐实现的,芳基-TT 盐被视为反应性亲电底物,与苯酚甲酸酯和 N-羟基琥珀酰亚胺 (NHS) 甲酸酯偶联,从而获得苯酚酯和 NHS,分别在没有一氧化碳的情况下。在这种氧化还原中性钯催化条件下,可以高效制备多种功能性酯。合成应用的后期功能化和研究证明了已建立平台和这些产品的潜在应用。
更新日期:2022-08-05
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