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Synthesis of Adamantylated Salicylic Acids
Russian Journal of Organic Chemistry ( IF 0.8 ) Pub Date : 2021-09-06 , DOI: 10.1134/s1070428021070095
E. A. Shokova 1 , V. V. Kovalev 1
Affiliation  

Abstract

5-[3(4)-R-Adamantan-1-yl]salicylic acids [R = H, Alk, Ar, OH, NHC(S)NH2] have been synthesized by electrophilic substitution reactions of hydroxy- and bromoadamantanes with salicylic acid, as well as by reactions of 5-(3-hydroxyadamantan-1-yl)salicylic acid with carbon and nitrogen nucleophiles, in trifluoroacetic acid. The possibility of selective hydroxylation of the adamantane fragment in 5-(adamantan-1-yl)salicylic acid with sulfuric acid in trifluoroacetic anhydride has been demonstrated.



中文翻译:

金刚烷化水杨酸的合成

摘要

5-[3(4)-R-Adamantan-1-yl] 水杨酸 [R = H, Alk, Ar, OH, NHC(S)NH 2 ] 已通过羟基和溴金刚烷与水杨酸的亲电取代反应合成酸,以及通过 5-(3-羟基金刚烷-1-基)水杨酸与碳和氮亲核试剂在三氟乙酸中的反应。已经证明了在三氟乙酸酐中用硫酸对 5-(金刚烷-1-基)水杨酸中的金刚烷片段进行选择性羟基化的可能性。

更新日期:2021-09-07
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