31401-07-7Relevant academic research and scientific papers
Electrochemical intramolecular haloheterocyclization reactions using 1,2-dihaloethanes as halogenating reagents
Gu, Li-Jun,Li, Ming,Li, Xiangguang,Liu, Yang,Zhang, Chi,Zhao, Na,Zhou, Ya-Qin
supporting information, (2021/12/30)
Electrochemistry has a lot of inherent advantages in organic synthesis and many cyclization reactions have been achieved under electrochemical conditions. However, the electrochemical intramolecular haloheterocyclization of N-alkenylamides using bulk and common chemicals such as 1,2-dihaloethanes as halogenating reagents are less studied. Herein, we have developed an electrochemical intramolecular haloheterocyclization of N-alkenylamides to prepare 2-oxazolines, 2-thiazolines, 1,3-oxazines and isoxazolines using readily available 1,2-dihaloethanes as halogenating reagents. This protocol is a convergent strategy integrating several reactions, such as N-alkenylamide chlorooxygenation, chlorosulfuration, bromooxygenation and bromosulfuration. The reaction avoids the use of catalysts, reductants, oxidants, metal salts and iodine reagents, which makes it more sustainable and renewable.
