830-81-9Relevant articles and documents
Aromatic Carbon-Hydrogen Bond Activation. Novel Synthesis of 1-Naphthol Derivatives by Palladium Catalysed Cyclocarbonylation of Cinnamyl Compounds
Koyasu, Yukio,Matsuzaka, Hiroyuki,Hiroe, Yoshitaka,Uchida, Yasuzo,Hidai, Masanobu
, p. 575 - 576 (1987)
Palladium catalysed cyclocarbonylation of cynnamyl compounds gives 1-naphthol derivatives in good yields whereas the similar carbonylation of trans-β-bromostyrene yields a polymer containing benzindanone units.
Method for promoting acylation of amine or alcohol by carbon dioxide
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Paragraph 0034-0035, (2021/05/29)
The invention relates to a method for promoting acylation of amine or alcohol by carbon dioxide, which comprises the following steps of: mixing an amine compound, carboxylate or thiocarboxylate compound and a reaction solvent under the action of carbon dioxide, and reacting to obtain an amide compound, or under the action of carbon dioxide, mixing the alcohol compound, the thiocarboxylate compound and the reaction solvent [gamma]-valerolactone, and reacting to obtain the ester compound. According to the invention, under the promotion action of carbon dioxide, carboxylate or thiocarboxylate is used as an acylation reagent, and amine and alcohol are converted into amide and ester compounds in the absence of a transition metal catalyst, so that acylation reagents such as acyl chloride or anhydride with irritation and corrosivity are avoided; and the method has the advantages of simple operation, mild reaction conditions, high tolerance of substrate functional groups, strong applicability and high yield, and provides an efficient, reliable and economical preparation method for synthesis of amide and ester compounds.
Novel naphthyl based 1,2,4-trioxanes: Synthesis and in vivo efficacy in the Plasmodium yoelii nigeriensis in Swiss mice
Hassam, Mohammad,Karnatak, Manvika,Kumar Yadav, Dinesh,Prakash Verma, Ved,Puri, Sunil K.,Rawat, Varun,Sharma, Siddharth,Singh, Chandan,Vanangamudi, Murugesan
, (2021/09/28)
A new series of 1,2,4-trioxanes 9a1-a4, 9b1-b4, 10–13 and 9c1-c4 were synthesized and evaluated against multidrug-resistant Plasmodium yoelii nigeriensis in Swiss mice via oral and intramuscular (i.m.) routes. Adamantane-based trioxane 9b4, the most active compound of the series, provided 100% protection to the infected mice at the dose 48 mg/kg × 4 days and 100% clearance of parasitemia at the dose 24 mg/kg × 4 days via oral route. Adamantane-based trioxane 9b4, is twice active than artemisinin. We have also studied the photooxygenation behaviour of allylic alcohols 6a-b (3-(4-alkoxynaphthyl)-but-2-ene-1-ols) and 6c (3-[4-(tert-butyl-dimethyl-silanyloxy)-naphthalen-1-yl]-but-2-en-1-ol). Being behaving as dienes, they furnished corresponding endoperoxides, while behaving as allylic alcohols, they yielded β-hydroxyhydroperoxides. All the endoperoxides (7a-c) and β-hydroxyhydroperoxides (8a-c) have been separately elaborated to the corresponding 1,2,4-trioxanes, except from endoperoxide 7c. It is worthy to note that TBDMS protected naphthoyl endoperoxide 7c unable to deliver 1,2,4-trioxane, which demonstrated the strength of the O-Si bond is not easy to cleave under acidic condition.
Photo/Thermal Dual Responses in Aqueous-Soluble Copolymers Containing 1-Naphthyl Methacrylate
Zhao, Jiacheng,Er, Gerald Tze Kwang,McCallum, Francis J.,Wang, Sisi,Fu, Changkui,Kaitz, Joshua A.,Cameron, James F.,Trefonas, Peter,Blakey, Idriss,Peng, Hui,Whittaker, Andrew K.
, p. 4860 - 4870 (2021/05/29)
Photoresponsive polymers capable of luminescence switching are attracting significant interest due to their potential application in fluorescence patterning, bioimaging, optical data storage, and anti-counterfeiting. In this work, we have developed aqueous-soluble copolymers of 1-naphthyl methacrylate and oligo(ethylene glycol) methyl ether methacrylate [P(1-NMA-co-OEGMA)] that undergo a significant shift in fluorescence emission wavelength after UV irradiation. Irradiation of the 1-naphthyl methacrylate moieties results in the photo-Fries rearrangement to form hydroxy aryl ketones, which exhibit strong emission at 475 nm through excited-state intramolecular proton transfer (ESIPT) and excited-state proton transfer (ESPT). The resultant shift in fluorescence emission maximum from 338 to 475 nm after rearrangement can potentially be exploited for fluorescence patterning. Furthermore, the copolymers are thermally sensitive in aqueous solutions. The lower critical solution temperature (LCST) of the copolymers depends on the content of hydrophobic 1-naphthyl methacrylate units; the photo-Fries rearrangement results in a more polar structure, shifting the LCST to a higher temperature. Of note, the temperature-triggered volume phase transition of copolymer hydrogels selectively ″switches off″ fluorescence arising from the ESPT mechanism, while the ESIPT emission is unaffected. We also demonstrate that films formed by coating the copolymers onto various substrates can be selectively patterned to form gradients in fluorescence intensity. These versatile P(1-NMA-co-OEGMA) copolymers are simple to prepare at low cost, demonstrate effective photoswitching, and have excellent water solubility, thus ensuring potential applications in a number of important areas.