Friedel–Crafts-Type Arylation Strategy for the Conversion of Alkyl 2-((Diphenoxyphosphoryl)oxy)-2-arylacetates to α,α-Diaryl Esters

IF 3.3 Q2 CHEMISTRY, MULTIDISCIPLINARY ACS Organic & Inorganic Au Pub Date : 2023-11-09 DOI:10.1021/acsorginorgau.3c00042
Kauê C. Capellaro, Tales A. C. Goulart, Rafael D. C. Gallo, Juliana de S. Schenfel and Igor D. Jurberg*, 
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Abstract

An arylation strategy allowing the conversion of alkyl 2-((diphenoxyphosphoryl)oxy)-2-arylacetates to α,α-diaryl esters is reported. This transformation can be promoted by TfOH when the starting organic phosphates do not carry para-alkoxy groups on their aryl rings, but it does not require any additives when such groups are present. These alkyl 2-((diphenoxyphosphoryl)oxy)-2-arylacetates can be readily accessed from the insertion of diphenyl phosphate into aryldiazoacetates.

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将 2-((二苯氧基磷酰)氧基)-2-芳基乙酸烷基酯转化为 α,α-二芳基酯的 Friedel-Crafts 型芳基化策略
据报道,一种芳基化策略可将 2-((二苯氧基磷酰)氧基)-2-芳基乙酸烷基酯转化为 α,α-二酯。当起始有机磷酸盐的芳基环上不带对位烷氧基时,TfOH 可以促进这种转化,但当存在这种基团时,则不需要任何添加剂。这些 2-((二苯氧基磷酰)氧基)-2-芳基乙酸烷基酯很容易从磷酸二苯酯插入芳基重氮乙酸酯中获得。
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ACS Organic & Inorganic Au
ACS Organic & Inorganic Au 有机化学、无机化学-
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期刊介绍: ACS Organic & Inorganic Au is an open access journal that publishes original experimental and theoretical/computational studies on organic organometallic inorganic crystal growth and engineering and organic process chemistry. Short letters comprehensive articles reviews and perspectives are welcome on topics that include:Organic chemistry Organometallic chemistry Inorganic Chemistry and Organic Process Chemistry.
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