99841-58-4Relevant articles and documents
Pd-catalysed β-selective C(sp3)-H arylation of simple amides
Hao, Hong-Yan,Lou, Shao-Jie,Mao, Yang-Jie,Wang, Shuang,Wu, Qiu-Zi,Xu, Dan-Qian,Xu, Zhen-Yuan,Zhou, Kun
supporting information, p. 8055 - 8058 (2021/08/20)
An efficient Pd-catalysed β-C(sp3)-H arylation of diverse native amides with aryl iodides was developed. This protocol overcomes the necessity of the Thorpe-Ingold effect and features broad substrate scope and good functional group tolerance. The potential application of this protocol is collectively demonstrated by gram-scale synthesis and the synthesis of several bioactive molecules.
Homolytic Alkylation of Enamines by Electrophilic Radicals
Russell, Glen A.,Wang, Keyang
, p. 3475 - 3479 (2007/10/02)
The electrophilic radicals R* = p-O2NC6H4CH2* or Me2C(NO2)* add readily to CH2=C(NMe)2 to yield RCH2C(NMe2)2* which undergoes electron transfer with p-O2NC6H4CH2Cl or Me2C(NO2)2 to regenerate R*.Hydrolysis yields p-O2NC6H4CH2CONMe2 and Me2C=CHC(NMe2)2(1+), respectively. p-Nitrobenzyl radicals add readily to N-pyrrolidino- or N-morpholino-1-cycloalkenes to yield after hydrolysis the α-(p-nitrobenzyl)cycloalkanones.Photostimulated alkylation of N-pyrrolidino-1-cycloalkenes by Me2C(NO2)2 is not observed although in competitive reactions between the enamine and Me2C=NO2Li, the product from attack of Me2C(NO2)* upon the eneamine double bond is formed.The N-pyrrolidino-1-cycloalkenes are more reactive toward p-O2NC6H5CH2 than their morpholine analogues.
