1004983-82-7Relevant academic research and scientific papers
Decarboxylative reduction of free aliphatic carboxylic acids by photogenerated cation radical
Yoshimi, Yasuharu,Itou, Tatsuya,Hatanaka, Minoru
, p. 5244 - 5246 (2007)
The decarboxylation of free carboxylic acids was effected by a photogenerated cation radical of phenanthrene to yield the reduction product in the presence of a thiol, which provides an alternative method to the Barton decarboxylation procedure for aliphatic acids such as N-Boc amino acids. The Royal Society of Chemistry.
Photoactive electron donor-acceptor complex platform for Ni-mediated C(sp3)-C(sp2) bond formation
Kammer, Lisa Marie,Badir, Shorouk O.,Hu, Ren-Ming,Molander, Gary A.
, p. 5450 - 5457 (2021/05/05)
A dual photochemical/nickel-mediated decarboxylative strategy for the assembly of C(sp3)-C(sp2) linkages is disclosed. Under light irradiation at 390 nm, commercially available and inexpensive Hantzsch ester (HE) functions as a potent organic photoreductant to deliver catalytically active Ni(0) species through single-electron transfer (SET) manifolds. As part of its dual role, the Hantzsch ester effects a decarboxylative-based radical generation through electron donor-acceptor (EDA) complex activation. This homogeneous, net-reductive platform bypasses the need for exogenous photocatalysts, stoichiometric metal reductants, and additives. Under this cross-electrophile paradigm, the coupling of diverse C(sp3)-centered radical architectures (including primary, secondary, stabilized benzylic, α-oxy, and α-amino systems) with (hetero)aryl bromides has been accomplished. The protocol proceeds under mild reaction conditions in the presence of sensitive functional groups and pharmaceutically relevant cores.
3-amino-fluorene-2,4-dicarbonitriles (AFDCs) as photocatalysts for the decarboxylative arylation of α-amino acids and α-oxy acids with arylnitriles
Chen, Yiyang,Lu, Ping,Wang, Yanguang
supporting information, p. 2130 - 2133 (2019/03/26)
1-(4-(9H-Carbazol-9-yl)phenyl)-3-amino-9H-fluorene-2,4-dicarbonitrile as a new photocatalyst for the decarboxylative cross-coupling reaction of α-amino acids or α-oxy carboxylic acids with arylnitriles is described. This light-driven reaction enables a va
Decarboxylative arylation of α-Amino acids via photoredox catalysis: A one-step conversion of biomass to drug pharmacophore
Zuo, Zhiwei,Macmillan, David W. C.
supporting information, p. 5257 - 5260 (2014/05/06)
The direct decarboxylative arylation of α-amino acids has been achieved via visible light-mediated photoredox catalysis. This method offers rapid entry to prevalent benzylic amine architectures from an abundant biomass, specifically α-amino acid precursors. Significant substrate scope is observed with respect to both the amino acid and arene components.
