58287-11-9Relevant academic research and scientific papers
A donor-acceptor complex enables the synthesis of: E -olefins from alcohols, amines and carboxylic acids
Chen, Kun-Quan,Shen, Jie,Wang, Zhi-Xiang,Chen, Xiang-Yu
, p. 6684 - 6690 (2021/05/31)
Olefins are prevalent substrates and functionalities. The synthesis of olefins from readily available starting materials such as alcohols, amines and carboxylic acids is of great significance to address the sustainability concerns in organic synthesis. Metallaphotoredox-catalyzed defunctionalizations were reported to achieve such transformations under mild conditions. However, all these valuable strategies require a transition metal catalyst, a ligand or an expensive photocatalyst, with the challenges of controlling the region- and stereoselectivities remaining. Herein, we present a fundamentally distinct strategy enabled by electron donor-acceptor (EDA) complexes, for the selective synthesis of olefins from these simple and easily available starting materials. The conversions took place via photoactivation of the EDA complexes of the activated substrates with alkali salts, followed by hydrogen atom elimination from in situ generated alkyl radicals. This method is operationally simple and straightforward and free of photocatalysts and transition-metals, and shows high regio- and stereoselectivities.
A novel metal-free reductive esterification of N-tosylhydrazones with carboxylic acids
Zhou, Ankun,Wu, Lei,Li, Dazhi,Chen, Qingqing,Zhang, Xiao,Xia, Wujiong
, p. 1862 - 1866 (2012/10/29)
A novel method for the synthesis of esters via reductive coupling of N-tosylhydrazones with carboxylic acids under metal-free conditions has been developed. Various functional groups were found to be tolerable under the reaction conditions to afford low to good yields.
