80174-16-9Relevant articles and documents
Heterocyclization involving benzylic C(sp3)-H functionalization enabled by visible light photoredox catalysis
Pandey, Ganesh,Laha, Ramkrishna,Mondal, Pradip Kumar
, p. 9689 - 9692 (2019/08/15)
A general and efficient method for heterocyclization involving benzylic C(sp3)-H functionalization enabled by visible light photoredox catalysis to access a wide range of structurally diverse oxygen as well as nitrogen heterocycles up to a gram scale is reported. The potential application of this new methodology is demonstrated by the total synthesis of (-)-codonopsinine and (+)-centrolobine. Herein it is proposed that selectfluor, unlike a fluorinating reagent, acts as an oxidative quencher and a hydrogen radical acceptor.
A Re2O7catalyzed cycloetherification of monoallylic diols
Wan, Xiaolong,Hu, Jiadong,Xu, Dongyang,Shang, Yang,Zhen, Yanxia,Hu, Chenchen,Xiao, Fan,He, Yu-Peng,Lai, Yisheng,Xie, Weiqing
, p. 1090 - 1093 (2017/03/02)
A Re2O7catalyzed cycloetherification of monoallylic diols is described. The reaction features short reaction time, mild reaction conditions and exclusive E selectivity. A wide range of monoallylic alcohols with alkyl or aryl substituents on olefin smoothly undergo ring closure to deliver corresponding oxa-heterocycles. The reaction is also operationally simple and not sensitive to air and moisture.
Mn-catalyzed three-component reactions of imines/nitriles, grignard reagents, and tetrahydrofuran: An expedient access to 1,5-amino/keto alcohols
He, Ruoyu,Jin, Xiqing,Chen, Hui,Huang, Zhi-Tang,Zheng, Qi-Yu,Wang, Congyang
, p. 6558 - 6561 (2014/05/20)
An expedient Mn-catalyzed three-component synthesis of 1,5-amino/keto alcohols from Grignard reagents, imines/nitriles, and tetrahydrofuran (THF) is described, which deviates from the classic Grignard addition to imines/nitriles in THF solvent. THF is split and sewn in an unprecedented manner in the reaction, leading to the formation of two geminal C-C bonds via C-H and C-O cleavage. Mechanistic experiments and DFT calculations reveal radical and organo-Mn intermediates in the catalytic cycle and the α-arylative ring-opening of THF as the key reaction step.