65037-59-4Relevant academic research and scientific papers
Metal-, Photocatalyst-, and Light-Free Minisci C-H Acetylation of N-Heteroarenes with Vinyl Ethers
Dong, Jianyang,Liu, Jianhua,Song, Hongjian,Liu, Yuxiu,Wang, Qingmin
supporting information, p. 4374 - 4378 (2021/06/21)
Herein, we report a mild, operationally simple method for Minisci C-H acetylation of N-heteroarenes using vinyl ethers as robust, inexpensive acetyl sources. The reactions do not require a conventional photocatalysis, electrocatalysis, metal catalysis, light activation, or high temperature. This method is thus significantly more sustainable than previously reported methods in terms of cost, reagent toxicity, and waste generation. This protocol can be expected to obtain medically relevant molecules from abundant feedstock materials.
POLAR EFFECTS IN FREE-RADICAL REACTIONS. HOMOLYTIC ALKYLATION OF HETEROAROMATIC BASES BY Mn(III) OXIDATION OF ACETONE IN THE PRESENCE OF ALKENES
Citterio, Attilio,Gentile, Anna,Minisci, Francesco,Serravalle, Marco
, p. 443 - 448 (2007/10/02)
The oxidation of acetone in acetic acid by Mn(OAc)3 in the presence of olefins and heteroaromatic bases affords substitution products of the bases which can be explained by the addition of the electrophilic acetonyl radical to the olefinic double bond and scavenging of the resulting nucleophilic radical adduct by the bases.The addition reaction competes favourably with the oxidation of the alkyl radical adduct by Mn(OAc)3 only in the presence of a strong acid.The different polar character of the carbon-centred free radicals involved (acetonyl and alkyl) is responsible for the observed selective sequence which gives synthetic interest to the reaction.
POLAR EFFECTS IN FREE-RADICAL REACTIONS. A NEW TYPE OF HOMOLYTIC AROMATIC ALKYLATION BY SILVER CATALYZED OXIDATION OF ACETONE BY PEROXYDISULPHATE IN THE PRESENCE OF OLEFINS.
Citterio, Attilio,Gentile, Anna,Minisci, Francesco
, p. 5587 - 5590 (2007/10/02)
Silver catalyzed peroxydisulphate oxidation of acetone in the presence of olefins and protonated heteroaromatic bases leads to compound I via addition of acetonyl radical to the olefin and scavenging of the resulting radical adduct by the aromatic base.
