53701-47-6Relevant academic research and scientific papers
New fluorescent and colorimetric chemosensors based on the rhodamine detection of Hg2+ and Al3+ and application of imaging in living cells
Yan, Fanyong,Wang, Meng,Cao, Donglei,Yang, Ning,Fu, Yang,Chen, Li,Chen, Ligong
, p. 42 - 50 (2013)
Employing the "OffeOn" switching of the spirocyclic moiety in Rhodamine B derivatives, three sensors were designed and characterized as new fluorescent probes for detecting Hg2+ and Al3+ in the environment, respectively. The first probe exhibited chromogenic and fluorogenic selectivity to detection of Hg2+ in methanol-H2O (4:6, v/v, HEPES, pH 7.0). The first and second probes displayed fluorescence intensity enhancement following Hg2+ coordination with limits of detection for Hg2+ at the ppb level. The limit of detection based on 3 blank/k was calculated to be 2.5 × 10-8 M and 4.2 × 10-8 M, respectively. The third probe contained a benzyl group which resulted in better selectivity for Al3+. Job's plot clearly suggested the formation of 1:1 complexation behavior between the three probes and Hg 2+ or Al3+. The three probes can be used as a fluorescent probe for monitoring Hg2+ or Al3+ in living cells with satisfying results, which demonstrates the value of the probes in practical applications in environmental and biological systems.
Palladium-Catalyzed Decarbonylation of Amino Acid Derivatives via C-C Bond and C-N Bond Dual Activations
Deng, Gongtao,Jiang, Yaojia,Jiao, Yongjuan,Li, Yingmei,Wu, Jiamin,Zhang, Jinli,Zhang, Zhengyu
, p. 17462 - 17470 (2021/12/02)
A unique decarbonylation of an amino acid derivative catalytic system has been established via palladium-catalyzed C-C bond and C-N bond dual activations. By employing 8-aminoquinoline as the directing group, this transformation has been found to facilitate the high chemoselectivity to decarbonylation of amino acid derivatives rather than intramolecular deamination or cross-dehydrogenative coupling reactions. This method provides a straightforward avenue for constructing diverse functionalized amide compounds in good to excellent yields. We proposed a possible reaction pathway that may go through the C-C bond and C-N bond dual activations on the basis of the mechanistic studies.
A Novel Class of 7-Membered Heterocyclic Compounds
Bauer, Adriano,Borsos, Eszter,Maulide, Nuno
, p. 3971 - 3974 (2020/05/25)
The work presented herein describes the synthesis of a formerly inaccessible class of heterocyclic compounds. The reaction relies on α-phthalimido-amides, which are readily prepared from amino acids in 2 simple reactions steps. Under amide activation conditions in which classical keteniminium ions are not formed, the nitrile solvent is incorporated into the new fused 7-membered ring system. Due to the absence of a keteniminium intermediate, the stereogenic information in the α-position is fully retained.
Synthesis and study of modified polyvinyl alcohol containing amino acid moieties as anticancer agent
Samir, Ali H.,Saeed, Ruwaidah S.,Matty, Fadhel S.
, p. 286 - 294 (2018/03/21)
A series of new phthalimides compounds[3-7]a-i were synthesized from reaction of Malic anhydride, phthalic anhydride, nitro phthalic anhydride, 2-phenyl-4H-benzo[d][1,3]oxazin-4-one, 2-(4-nitrophenyl)-4H-benzo[d][1,3]oxazin-4-one with different amino acids as glycine, alanine, valine, leucine, isoleucine, serine, threonine, tyrosine and Phenyl alanine [1]a-i under fusion conditions. Compounds [3-7]a-i react with SOCl2 in the presence of benzene to produce compounds [8-12]a-i. Chemical modification of Poly(vinyl alcohol)were obtained by reaction of PVA with compounds [8-12]a-i using the dimethyl formamide to give compounds [13-17]a-i. The structure of the synthesized compounds was characterized by their analytical and spectral data as, IR spectra, 1H, 13C-NMR, Elemental analysis (CHN), UV-Vis Spectroscopy, Scanning electron microscopy (SEM), Antibacterial activity were screened via two kinds of bacteria. Also, anticancer activity were examined for most of the modified polyvinyl alcohol.
Synthesis of Quaternary α-Fluorinated α-Amino Acid Derivatives via Coordinating Cu(II) Catalytic α-C(sp3)-H Direct Fluorination
Wei, Qiang,Ma, Yao,Li, Li,Liu, Qingfei,Liu, Zijie,Liu, Gang
, p. 7100 - 7103 (2018/11/24)
A coordinating, copper-catalyzed direct α-C(sp3)-H fluorination method has been developed to prepare vital quaternary α-fluorinated α-amino acid derivatives. A Cu(II) catalytic SET oxidative addition mechanism is proposed, involving a key fluoride-coupled Cu(II) charge transfer complex. The protocol can tolerate a rich variety of α-amino acids, for which the auxiliary group is removed in high yield and substituted for the direct preparation of dipeptide derivatives with detachable, single absolute configurations of the target compounds.
Design and Synthesis of 2-Methyl-7-aminobenzoxazole as Auxiliary in the Palladium(II)-Catalyzed Arylation of a beta-Positioned C(sp3)-H Bond
Luo, Feihua,Yang, Jun,Li, Zhengkai,Xiang, Haifeng,Zhou, Xiangge
, p. 887 - 893 (2016/04/05)
A palladium(II)-catalyzed direct arylation of methylene C(sp3)-H bonds by 2-methyl-7-aminobenzoxazole as an effective auxiliary is reported. This process exhibited high beta-site selectivity, broad substrate scope, and compatibility with different functional groups with moderate to high yields up to 89%.
SULFUR YLIDES. 3. SYNTHESIS OF KETO-GROUP STABILIZED AMINO-CONTAINING SULFUR YLIDES FROM AMINO ACIDS
Tolstikov, G. A.,Galin, F. Z.,Lakeev, S. N.,Khalilov, L. M.,Sultanova, V. S.
, p. 535 - 541 (2007/10/02)
An effective path of synthesis was developed of new synthetic intermediates, the optically active, keto-group stabilized amino-substituted sulfur ylides.
