14135-40-1Relevant articles and documents
Regioselectivity in the ring-opening β-scission of 2-phenyl-1,3-dioxan-2-yl radicals derived from bicyclic benzylidene acetals
Cai, Yudong,Dang, Hai-Shan,Roberts, Brian P.
, p. 2449 - 2458 (2002)
The thiol-catalysed radical-chain redox rearrangement to benzoate esters of a number of cis- and trans-fused bicyclic benzylidene acetals derived from 1,3-diols has been investigated at ca. 130°C in refluxing octane. The most generally effective and conve
Hydrogen-bond-assisted transition-metal-free catalytic transformation of amides to esters
Huang, Changyu,Li, Jinpeng,Wang, Jiaquan,Zheng, Qingshu,Li, Zhenhua,Tu, Tao
, p. 66 - 71 (2020/11/18)
The amide C-N cleavage has drawn a broad interest in synthetic chemistry, biological process and pharmaceutical industry. Transition-metal, luxury ligand or excess base were always vital to the transformation. Here, we developed a transition-metal-free hydrogen-bond-assisted esterification of amides with only catalytic amount of base. The proposed crucial role of hydrogen bonding for assisting esterification was supported by control experiments, density functional theory (DFT) calculations and kinetic studies. Besides broad substrate scopes and excellent functional groups tolerance, this base-catalyzed protocol complements the conventional transition-metal-catalyzed esterification of amides and provides a new pathway to catalytic cleavage of amide C-N bonds for organic synthesis and pharmaceutical industry. [Figure not available: see fulltext.]
Synthesis of Esters from Stable and Convenient Sulfoxonium Precursors under Catalyst- And Additive-Free Conditions
Wu, Xiao-Feng,Yuan, Yang
, p. 1820 - 1824 (2019/09/09)
A convenient and efficient procedure for the construction of esters from stable sulfoxonium ylides and alcohols has been developed. This protocol presents a broad substrate scope and good yields of the desired esters can be isolated. Notably, no catalyst, oxidant, base or any other additive is required.
