22539-80-6Relevant articles and documents
Regioselective palladium-catalysed prenylation of CH acids in the presence of diamidophosphite ligands and potassium carbonate
Vasil'ev, Andrei A.,Lyubimov, Sergey E.,Serebryakov, Edward P.,Davankov, Vadim A.,Zlotin, Sergei G.
, p. 103 - 105 (2009)
The palladium-catalysed prenylation of CH acids with 3-methylbut-1-en-3-yl or prenyl acetates under phase-transfer conditions affords high yield of the linear regioisomer provided by the use of diamidophosphite ligands.
Corral et al.
, p. 205,208 (1973)
A General Photocatalytic Route to Prenylation
Rathnayake, Manjula D.,Weaver, Jimmie D.
supporting information, p. 1433 - 1438 (2019/06/13)
Prenylation is an essential reaction on which nature relies to modify properties of molecules and build terpenoids, but remains a challenging chemical reaction. Aiming to capitalize on recent advances in photocatalysis to easily and cleanly generate a broad range of carbon based radicals, we have developed a prenyl transfer reagent that is captured by transiently generated radicals. The reagent can be made in bulk, is bench stable, and broadly applicable such that it can be used with existing photocatalytic methods with very few changes to reaction conditions. Ultimately, this provides a true drop-in solution for prenylation, expanding the scope of substrates that can be readily prenylated.
Photoredox Synthesis of Arylhydroxylamines from Carboxylic Acids and Nitrosoarenes
Davies, Jacob,Angelini, Lucrezia,Alkhalifah, Mohammed A.,Sanz, Laia Malet,Sheikh, Nadeem S.,Leonori, Daniele
supporting information, p. 821 - 830 (2018/01/11)
Hydroxylamines are found in biologically active compounds and serve as building blocks for the preparation of nitrogen-containing molecules. Here the direct conversion of carboxylic acids into the corresponding alkylhydroxylamines using organo-photoredox catalysis is reported. The process relies in the generation of alkyl radicals via photoinduced oxidation-decarboxylation and their following reaction with nitrosoarenes. We have successfully applied this method to the late-stage modification of complex and biologically active acids and applied it in novel radical cascade processes.
