A mild, efficient, and highly selective method for the synthesis of pyranoquinoline and furoquinoline derivatives via a three-component reaction of aromatic aldehyde, naphthalen-2-amine or anthracen-2-amine and 2,3-dihydrofuran, or 3,4-dihydro-2H-pyran catalyzed by iodine is described. It should be noted that exo-isomer was obtained with high selectivity in good yields, which was confirmed by X-ray diffraction analysis. The 3-arylbenzo(naphtha)[f]quinolines were isolated in high yields when the chain n-butylvinyl ether was used as reactant, with the unexpected loss of the butoxy group.
We report an iodine‐catalyzed Povarov reaction using indole as dienophile carried out in toluene at room temperature. This three‐component reaction, coupling an aldehyde, an amine, and an indole, proved to be an efficient method for synthesizing exo‐indolo[3,2‐c]quinoline derivatives related to the alkaloid isocryptolepine (cryptosanguinolentine) in good yield and with high stereoselectivity.
A mild and efficient method for the synthesis of 3-aryl-4,7-phenanthroline derivatives via three-component reaction of aromatic aldehyde, quinolin-6-amine, and n-butylvinyl ether is described using iodine as catalyst. The features of this procedure are mild reaction conditions, good to high yields, and operational simplicity.
A mild, efficient and highly selective approach to the synthesis of cryptotackiene derivatives via three-component reactions of 3-amino-9-ethylcarbazole and aromatic aldehydes with electron-rich alkenes, such as 2,3-dihydrofuran, or 3,4-dihydro-2H-pyran catalyzed by iodine in THF is reported. It is worth to note that only trans-products were obtained with high selectivity in good to high yields, which confirmed by X-ray diffraction analysis.
The development of nanotechnology provides hope for precision sterilization, but traditional physical encapsulation of drugs and non-targeted treatments is prone to drug leakage and non-specific damage. Besides, traditional fluorescence imaging is subject to autofluorescence interference and non-specific damage caused by continuous excitation. Herein, we report a pH-/H 2 O 2activated and self-luminous nanosphere for intelligent bacteriatargeting and self-reported imaging-guided precision phototherapy sterilization. pH-responsive porphyrin derivative-grafted carboxymethyl chitosan (CMC-PC-N) was designed and synthesized as bacterial microenvironment-responsive nanocarriers and phototherapeutic agents. Peroxyoxalate (CPPO), a H 2 O 2 -responsive chemiluminescence substrate, was further employed as a built-in initiator for self-reported imaging and self-assembled with CMC-PC-N to form the nanosphere by nanoprecipitation (CPPO@ CMC-PC-N). Hydrophilicity of the nanosphere increases in the bacterial acidic microenvironment due to the protonation of N atoms in CPPO@CMC-PC-N, resulting in the dissociation of nanospheres and the rapid release of CPPO. As a result, the formed positively charged CMC-PC-N targets bacteria by electrostatic adsorption. Meanwhile, the reaction of the released CPPO with endogenous H 2 O 2 activates the fluorescence of the porphyrin to achieve self-report imaging. Also, precision phototherapy sterilization is further activated by external irradiation under imaging guidance. The microenvironment-triggered disassembly, rapid CPPO release, and self-luminous properties integrated with good biocompatibility ensure CPPO@CMC-PC-N intelligent bacteriatargeting, self-report imaging with non-background interference, and efficient phototherapy sterilization with negligible side effects.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.