15024-08-5Relevant articles and documents
Electrodimerization of N-Alkoxyamides for Zinc(II) Catalyzed Phenolic Ester Synthesis under Mild Reaction Conditions
Subramanian, Kripa,Yedage, Subhash L.,Bhanage, Bhalchandra M.
, p. 2511 - 2521 (2018/05/14)
An electrochemical On-Off method for phenolic ester synthesis from N-alkoxyamides has been reported. This one-pot protocol begins with rapid and selective electrodimerization of the amide using n-Bu4NI (TBAI) as an electrocatalyst. The reaction proceeds further in the absence of current via Zn catalyzed C?N bond activation of the amide dimer followed by its coupling with phenol to form the ester. The present methodology is ligand-free and takes place under mild reaction conditions. This transformation incorporates a wide variety of phenols and amide substrates leading to the formation of functionalized esters highlighting its versatility. (Figure presented.).
Diacyl Disulfide: A Reagent for Chemoselective Acylation of Phenols Enabled by 4-(N,N-Dimethylamino)pyridine Catalysis
Liu, Hong-Xin,Dang, Ya-Qian,Yuan, Yun-Fei,Xu, Zhi-Fang,Qiu, Sheng-Xiang,Tan, Hai-Bo
, p. 5584 - 5587 (2016/11/17)
A general and excellent acylation reagent, diacyl disulfide, was uncovered for efficient ester formation enabled by DMAP (4-(N,N-dimethylamino)pyridine) catalysis. This protocol offered a promising synthetic platform on site-selective acylation of phenolic and primary aliphatic hydroxyl groups, which greatly expanded the realm of protecting group chemistry. The importance of the reagent was also reflected by its excellent moisture tolerance, high efficiency, and potential in synthetic chemistry and biologically meaningful natural product modification.
A general and efficient palladium-catalyzed alkoxycarbonylation of phenols to form esters through in situ formed aryl nonaflates
Wu, Xiao-Feng,Neumann, Helfried,Beller, Matthias
supporting information; experimental part, p. 3831 - 3834 (2012/05/20)
Esters made easy! A general and efficient methodology for the palladium-catalyzed alkoxycarbonylation of in situ formed aryl nonaflates has been developed (see scheme). Both homo- and cross-esterifications are possible. DPPF=1,1′-bis(diphenylphosphino)ferrocene. Copyright