99859-27-5Relevant academic research and scientific papers
Electrochemical oxidative cyclization of: N -allylcarboxamides: Efficient synthesis of halogenated oxazolines
He, Yanyang,Liu, Chenwei,Wu, Xiao-Feng,Yin, Yanzhao,Yin, Zhiping
supporting information, p. 663 - 667 (2022/01/22)
Herein, we reported an efficient and sustainable intramolecular electrochemical cyclization of N-allylcarboxamides for the synthesis of various halogenated oxazolines. This method was conducted in a simple undivided cell by employing lithium halogen salts
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.
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 (2017/10/26)
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
Modular Preparation of 5-Halomethyl-2-oxazolines via PhI(OAc)2-Promoted Intramolecular Halooxygenation of N-Allylcarboxamides
Liu, Gong-Qing,Yang, Chun-Hua,Li, Yue-Ming
, p. 11339 - 11350 (2015/12/05)
A new method for the construction of oxazoline moiety was detailed. Using (diacetoxyiodo)benzene (PIDA) as the reaction promoter and halotrimethylsilane as the halogen source, intramolecular halooxygenation and halothionation of N-allylcarboxamides/N-ally
