395-26-6Relevant academic research and scientific papers
Visible-Light-Induced Transition-Metal-Free Nitrogen-Centered Radical Strategy for the Synthesis of 2-Acylated 9 H-Pyrrolo[1,2- a]indoles
Yu, Wen-Qin,Xie, Jun,Chen, Zan,Xiong, Bi-Quan,Liu, Yu,Tang, Ke-Wen
, p. 13720 - 13733 (2021/10/01)
A convenient and efficient visible-light-induced tandem acylation/cyclization of N-propargylindoles with aryl- or alkyl-substituted acyl oxime esters for the synthesis of 2-acyl-substituted 9H-pyrrolo[1,2-a]indoles under transition-metal-free conditions, which proceeds via nitrogen-centered radical-mediated cleavage of the C-C σ-bond in acyl oxime esters, is established. The aryl or alkyl acyl radicals, which come from acyl oxime esters, attack the C-C triple bonds in N-propargylindoles and then go through intramolecular cyclization/isomerization.
Photocatalytic C-C Bond Activation of Oxime Ester for Acyl Radical Generation and Application
Fan, Xiuwei,Lei, Tao,Chen, Bin,Tung, Chen-Ho,Wu, Li-Zhu
supporting information, p. 4153 - 4158 (2019/06/08)
A unified strategy to generate acyl radical from oxime ester via selective C-C bond activation is reported. Under visible-light irradiation, single-electron transfer from fac-Ir(ppy)3 to related oxime takes place followed by a fast β-fragment of C-C bond to yield aryl and aliphatic acyl radicals, subsequently captured by diverse Michael acceptors. More interestingly, the single-electron transfer enables coupling with energy transfer of the excited fac-Ir(ppy)3 via enone intermediate formed in situ for cyclobutane formation.
Nitrosocarbonyl-Henry and Denitration Cascade: Synthesis of α-Ketoamides and α-Keto Oximes
Reddy, Mallu Kesava,Mallik, Sumitava,Ramakrishna, Isai,Baidya, Mahiuddin
supporting information, p. 1694 - 1697 (2017/04/11)
An unprecedented Henry reaction of in situ generated nitrosocarbonyl intermediates and concomitant denitration cascade has been developed. The reaction is catalyzed by organic base at room temperature offering α-ketoamides, a demanding scaffold for drug discovery, in high yields. An alteration of substitution pattern also produced α-keto oximes, a high-value synthon. The protocol features operational simplicity and broad substrate scope.
