31401-08-8Relevant academic research and scientific papers
CuBr2-promoted intramolecular bromocyclization of N-allylamides and aryl allyl ketone oximes
Yang, Chun-Hua,Xu, Zhong-Qi,Duan, Lili,Li, Yue-Ming
, p. 6747 - 6753 (2017)
A new and easy-to-perform route to 2-oxazolines amd isoxazolines was reported. Using CuBr2 as both the bromide source and the reaction promoter, bromocyclization of N-allylamides and allyl ketone oximes proceeded readily, leading to oxazolines
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.
