97206-81-0Relevant academic research and scientific papers
Site-Tunable Csp3 -H Bonds Functionalization by Visible-Light-Induced Radical Translocation of N-Alkoxyphthalimides
Wang, Chuanyong,Yu, Yangyang,Liu, Wen-Long,Duan, Wei-Liang
, p. 9147 - 9152 (2019)
Site-tunable functionalization of C(sp3)-H bonds has been accomplished through radical translocation and cross-coupling. Upon irradiation with visible light, copper-based photocatalyst [Cu(Xantphos)(dmp)]BF4 enabled cross-coupling of N-alkoxyphthalimides with amino acid esters or amino acids to provide δ-C(sp3)-H alkylated alcohols (31 examples, up to 92% yield) with additive BNDHP or α-C(sp3)-H alkylated alcohols (18 examples, up to 86% yield) with additive DABCO in a highly regioselective fashion.
Addition of Phenylnitrenium Ion to Olefins. Reactions of Phenyl Azide with Some Olefins in the Presence of Trifluoroacetic Acid
Takeuchi, Hiroshi,Koyama, Kikuhiko,Mitani, Michiharu,Ihara, Rie,Uno, Tomoko,et al.
, p. 677 - 684 (2007/10/02)
Addition to cyclohexene, cis- or trans-4-methylpent-2-ene, or hex-1-ene of a singlet phenylnitrenium ion, generated from phenyl azide in the presence of trifluoroacetic acid, gave stereo- or regiospecifically N-phenyl-β-hydroxylamines (after work-up with aqueous Na2CO3) via aziridinium ions together with N-allyl and 2- and/or 4-allylanilines.Use of methyl acrylate or methyl crotonate as an electron-deficient olefin led to the formationof N-phenylserine or N-phenylthreonine methyl ester (after work-up with with aqueous Na2CO3), respectively.In the reaction with 1,1-disubstituted ethylene or styrene derivatives, N-substituted anilines were formed through an attack of either tertiary alkyl or benzylic cations on phenyl azide.
