6642-03-1Relevant academic research and scientific papers
Gum arabic-OPO3H2as a new natural-based green catalyst for the one-pot pseudo-four-component synthesis of naphtho[1,2-: E] [1,3]oxazines
Bamoniri, Abdolahamid,Fatemeh Mirjalili, Bi Bi,Hosseinikhah, Sahar Saadat,Salehi, Naeimeh
, p. 40508 - 40513 (2020/11/18)
Gum arabic-OPO3H2 (GA-OPO3H2) as a unique natural-based green catalyst was synthesized by the reaction of phosphorus pentoxide with gum arabic. The structure and properties of the catalyst were studied via several analysis methods such as FT-IR, MAPPING, EDS, SEM, XRD, and TGA. The efficiency of the above-mentioned catalyst was investigated for the synthesis of naphtho-1,3-oxazines via a pseudo-four-component reaction of primary amines, formaldehyde, and 2-naphthol under the solvent-free grinding condition at room temperature using an electrical mortar-heater. The obtained results indicated that GA-OPO3H2 is a highly efficient green catalyst for the synthesis of naphtho[1,2-e][1,3]oxazines with high yields, simple workup, and benign reaction condition.
Nano-Fe3O4?walnut shell/Cu(ii) as a highly effective environmentally friendly catalyst for the one-potpseudothree-component synthesis of 1,3-oxazine derivatives under solvent-free conditions
Fatemeh Mirjalili, Bi Bi,Tafti, Arefeh Dehghani
, p. 31874 - 31880 (2020/09/21)
Fe3O4?walnut shell/Cu(ii) as an eco-friendly bio-based magnetic nano-catalyst was prepared by adding CuCl2to Fe3O4?walnut shell in alkaline medium. A series of 2-aryl/alkyl-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazines were synthesized by the one-potpseudothree-component reaction of β-naphthol, formaldehyde and various amines using nano-Fe3O4?walnut shell/Cu(ii) at 60 °C under solvent-free conditions. The catalyst was removed from the reaction mixture by an external magnet and was reusable several times without any considerable loss of its activity. This protocol has several advantages such as excellent yields, short reaction times, clean and convenient procedure, easy work-up and use of an eco-friendly catalyst.
Enzyme and photoredox sequential catalysis for the synthesis of 1,3-oxazine derivatives in one pot
Zhang, Guo-Yan,Xiang, Yang,Guan, Zhi,He, Yan-Hong
, p. 1937 - 1942 (2017/07/15)
A novel strategy combining visible-light and enzyme catalysis in one pot for the synthesis of 1,3-oxazine derivatives from α- or β-naphthols and ethyl N-aryl glycinates is described for the first time. Various 1,3-oxazine derivatives were prepared with yields of up to 69% under mild reaction conditions by a simple operation. This approach consists of sequential enzymatic hydrolysis and visible-light excited decarboxylation of ethyl N-aryl glycinates, oxidation of α-amino radicals, Mannich reaction, transimination and intramolecular cyclization. This work provides a novel alternative method for the synthesis of 1,3-oxazine derivatives.
An efficient and green method for the synthesis of [1,3]oxazine derivatives catalyzed by thiamine hydrochloride (VB1) in water
Dhakane, Valmik D.,Gholap, Somnath S.,Deshmukh, Umesh P.,Chavan, Hemant V.,Bandgar, Babasaheb P.
, p. 431 - 436 (2014/05/06)
An efficient and convenient synthesis of 1,3-oxazine derivatives has been achieved by the one-pot, multicomponent condensation of α- or β-naphthol, an aniline and formaldehyde using thiamine hydrochloride (VB1) as a versatile biodegradable and reusable catalyst in water as a universal solvent.
Ultrasound-assisted one-pot synthesis of 1,3-oxazine derivatives catalysed by BF3-SiO2 under neat conditions
Reddy, Mudumala Veeranarayana,Lim, Kwon Taek,Kim, Jong Tae,Jeong, Yeon Tae
experimental part, p. 398 - 401 (2012/09/21)
An efficient and environment-friendly method for the synthesis of 1,3-oxazine derivatives has been developed using the ultrasound-mediated condensation of 2-naphthol with formaldehyde and primary amines under solvent-free condition at room temperature in
Polyethylene glycol (PEG) mediated expeditious synthetic route to 1,3-oxazine derivatives
Shinde, Pravin V.,Kategaonkar, Amol H.,Shingate, Bapurao B.,Shingare, Murlidhar S.
experimental part, p. 915 - 918 (2012/01/11)
Various 1,3-oxazine derivatives were synthesized in high yields, within shorter reaction times using PEG-400 as a safer medium/mediator. This synthetic route is exceedingly easy and avoids the use of acid/base catalysts.
An efficient one-pot strategies for the synthesis of [1,3] oxazine derivatives
Sapkal, Suryakant B.,Shelke, Kiran F.,Shingate, Bapurao B.,Shingare, Murlidhar S.
experimental part, p. 437 - 442 (2010/10/19)
Sodium hydrogen sulphate (NaHSO4), n-tetra butyl ammonium bromide (TBAB) as a phase transfer catalyst (PTC) in water, and 1-butyl-3-methyl imidazolium hydrogen sulphate [bmim]HSO4 as ionic liquid (IL) has been used as a mild reaction promoter for the cyclocondensation of formalin, β-naphthol and aromatic amines to afford respective 2,3-dihydro-2-phenyl- 1H-naphtho-[1,2-e] [1,3] oxazine derivatives. The present protocols are greener, high yielding and involved the nonchromatographic isolation procedure.
