22913-11-7Relevant articles and documents
Metal-free radical aromatic carbonylations mediated by weak bases
Koziakov, Denis,Jacobi Von Wangelin, Axel
supporting information, p. 6715 - 6719 (2017/08/22)
We report a new method of metal-free alkoxycarbonylation. This reaction involves the generation of aryl radicals from arenediazonium salts by a very weak base (HCO2Na) under mild conditions. Subsequent radical trapping with carbon monoxide and alcohols gives alkyl benzoates. The conditions (metal-free, 1 equiv. base, MeCN, r.t., 3 h) tolerate various functional groups (I, Br, Cl, CF3, SF5, NO2, ester). Mechanistic studies indicate the operation of a radical aromatic substitution mechanism.
Acylative cleavage of ethers with ZnCl2
Yu, Yun-Feng,Gao, Jian-Rong,Jiang, Shao-Liang,Han, Liang,Jia, Jian-Hong,Li, Yu-Jin
experimental part, p. 5199 - 5201 (2012/09/21)
Acylative cleavage of common ether solvents with ZnCl2 was reported. Different substituted acyl chlorides were reacted with the common ether solvents in the presence of ZnCl2 to obtain the corresponding substituted benzoate.
Rhenium complex-catalyzed acylative cleavage of ethers with acyl chlorides
Umeda, Rui,Nishimura, Takashi,Kaiba, Kenta,Tanaka, Toshimasa,Takahashi, Yuuki,Nishiyama, Yutaka
experimental part, p. 7217 - 7221 (2011/10/08)
It was found that rhenium complex was an efficient catalyst for the acylative cleavage of C-O bond of ethers with acyl chlorides. When acyclic ethers were allowed to react with acyl chlorides in the presence of a catalytic amount of ReBr(CO)5, acylative cleavage of C-O bond of acyclic ethers smoothly proceeded to give the corresponding esters in moderate to good yields. Similarly, cyclic ethers were acylative cleaved by acyl chlorides to give the corresponding chloro substituted esters in good yields by the use of Re 2O7 catalyst.