104293-36-9Relevant academic research and scientific papers
Visible-Light Photoredox Alkylation of Heteroaromatic Bases Using Ethyl Acetate as Alkylating Agent
Gy?rfi, Nándor,Kotschy, András,Gyuris, Márió
, p. 6447 - 6454 (2020)
An efficient room-temperature visible-light photoredox α-acyloxyalkylation reaction of N-heteroarenes is reported, which relies on the use of ethyl acetate as a cheap and non-conventional radical source. The direct C(sp2)-C(sp3) coupling was extended to a diverse set of mono-, bi-, and tricyclic of N-heteroaromatics, and the optimized photoredox protocol was successfully performed on a multigram scale. The scope of the alkylating agent was also explored and a plausible mechanism was proposed, involving photoinduced single-electron transfer and hydrogen-atom transfer processes.
Radical Decarboxylative Alkylation onto Heteroaromatic Bases with Trivalent Iodine Compounds
Togo, Hideo,Aoki, Masahiko,Kuramochi, Tadashi,Yokoyama, Masataka
, p. 2417 - 2428 (2007/10/02)
Heteroaromatic bases containing nitrogen atoms were easily alkylated with carboxylic acids in the presence of benzene and pentafluorobenzene via radical pathways.Similarly, the alkylation onto heteroaromatic bases was carried out with oxalic acid monoalkyl esters, which were prepared from alcohols and oxalyl dichloride, in the presence of the same trivalent iodine compounds.Moreover, this system was applied to the synthesis of C-nucleosides with the carboxylic acids bearing a sugar moiety.
FACILE RADICAL DECARBOXYLATIVE ALKYLATION OF HETEROAROMATIC BASES USING CARBOXYLIC ACIDS AND TRIVALENT IODINE COMPOUNDS
Togo, Hideo,Aoki, Masahiko,Yokoyama, Masataka
, p. 6559 - 6562 (2007/10/02)
Many kinds of heteroaromatic bases were easily alkylated by the reaction of carboxylic acids with benzene or pentafluorobenzene via radical decarboxylative pathways.This system was further applied to the reaction with tetrahydrofurylcarboxylic acid, 1-(2,3,5-tri-O-benzyl)-D-ribofuranosylacetic acid, and 1-(2,3,5-tri-O-benzyl)-D-ribofuranosylcarboxylic acid for the model synthesis of C-nucleosides.
