2400-59-1Relevant articles and documents
Russell
, p. 1600,1601 (1960)
Cu-Catalyzed Alkylarylation of Vinylarenes with Masked Alkyl Electrophiles
Zhu, Xiaotao,Su, Muqiao,Zhang, Qi,Li, Yajun,Bao, Hongli
, p. 620 - 625 (2020)
A Cu-catalyzed synthesis of a range of value-Added 1,1-diarylalkanes by radical alkylarylation of vinylarenes with alkyl peroxides as masked alkyl electrophiles is reported. The reaction features broad substrate scope, good functional group tolerance, and mild reaction conditions. Various bioactive molecules and key pharmaceutical intermediates have been easily synthesized by this method, demonstrating its synthetic value.
Unnatural α-Amino Acid Synthesized through α-Alkylation of Glycine Derivatives by Diacyl Peroxides
Tian, Hao,Xu, Wentao,Liu, Yuxiu,Wang, Qingmin
supporting information, p. 5005 - 5008 (2020/07/04)
We have developed a protocol for catalyst- and additive-free α-alkylation reactions of glycine derivatives with diacyl peroxides, which proceed by a pathway involving addition of alkyl radicals to imine intermediates. The diacyl peroxide substrate acts as both alkylation agent and oxidizing agent, which means it is atom-economical. It was applied to various glycine derivatives, dipeptides, and a 3,4-dihydroquinoxalin-2(1H)-one derivative and could be carried out on a gram scale, indicating its utility for late-stage functionalization.
Iron-Catalyzed Dehydrative Alkylation of Propargyl Alcohol with Alkyl Peroxides to Form Substituted 1,3-Enynes
Ye, Changqing,Qian, Bo,Li, Yajun,Su, Min,Li, Daliang,Bao, Hongli
supporting information, p. 3202 - 3205 (2018/06/11)
This paper reports a new method for the generation of substituted 1,3-enynes, whose synthesis by other methods could be a challenge. The dehydrative decarboxylative cascade coupling reaction of propargyl alcohol with alkyl peroxides is enabled by an iron catalyst and alkylating reagents. Primary, secondary, and tertiary alkyl groups can be introduced into 1,3-enynes, affording various substituted 1,3-enynes in moderate to good yields. Mechanistic studies suggest the involvement of a radical-polar crossover pathway.