114747-48-7Relevant academic research and scientific papers
Microwave-Assisted Solvent-Free Synthesis of the Substituted Spiroindolinonaphth[2,1-b][1,4]oxazines
Koshkin,Fedorova,Lokshin,Guglielmetti,Hamelin,Texier-Boullet,Gromov
, p. 315 - 322 (2004)
The synthesis of the substituted spiroindolinonaphth[2,1-b][1,4]oxazines 3a-e is developed through the condensation of 2-methylene-1,3,3-trimethylindoline derivatives and 1-nitroso-2-naphthol under microwave irradiation. In the same conditions, in presence of morpholine the 6′-morpholinosubstituted compounds 4a, b, d, e are formed. The main advantages of the method are the short reaction time, solvent-free reaction condition, cleaner reaction products and the higher product yields in comparison with known methods of synthesis.
One-pot synthesis of photochromic 6′-amino-substituted spirooxazines from 1-nitroso-2-naphthol zinc chelate and indoline base
Pang, Mei-Li,Zhang, Hui-Juan,Liu, Pei-Pei,Zou, Zhi-Hong,Han, Jie,Meng, Ji-Ben
experimental part, p. 3418 - 3422 (2010/11/20)
A series of spirooxazine derivatives containing nitrogen heterocycles were synthesized through the condensation of 2-methylene-1,3,3-trimethylindoline derivatives with the zinc salt of 1-nitroso-2-naphthol using ethanol as solvent. The method is simple, starts from readily accessible and inexpensive reagents, and leads to the synthesis of 6′-substituted spirooxazines in moderate to good yields. We simplified the workup and found that, for some target compounds, recrystallization can effectively improve efficiency of the separation and purification. Georg Thieme Verlag Stuttgart.
Synthesis, characterization and photochromic studies in film of heterocycle-containing spirooxazines
Tan, Ting-Feng,Chen, Pei-Li,Huang, Hua-Ming,Meng, Ji-Ben
, p. 8192 - 8198 (2007/10/03)
A series of novel heterocycle-containing spirooxazines have been designed and synthesized, and their photochromic properties were investigated under flash photolysis and continuous irradiation in particular regard to the fatigue resistance, the lifetime of the colored merocyanine form in various solutions and polymers. Especially, the characteristics of two UV-sensitive spirooxazines dispersed polymethylmethacrylate thin-films were extensively studied. Detailed studies showed that general significant shifts in the λmax of the absorption spectra of the open forms, interesting fatigue resistances and emission fluorescene properties were observed.
One-pot synthesis of 6′-amino-substituted spirooxazines
Koshkin,Lokshin,Samat,Gromov,Fedorova
, p. 1876 - 1880 (2007/10/03)
A one-pot synthesis of 6′-amino-substituted spiroindolinonaphth[2,1- b][1,4]oxazines is developed through the condensation of 2-methylene-1,3,3- trimethylindoline derivatives and 1-amino-2-naphthol in the presence of different secondary amines and oxidizing agents using methanol or toluene as the solvent. The main advantage of the method is its simplicity, and starting from readily accessible reagents, it allows the preparation of amino derivatives of spironaphthoxazine with good yields under mild reaction conditions. Georg Thieme Verlag Stuttgart.
Protolysis of spironaphtho(aza)pyranoindoles
Gabbutt, Christopher D.,Hepworth, John D.,Heron, B. Mark,Partington, Steven M.
, p. 647/323 - 652/328 (2007/10/03)
Some novel amino-substituted spiroindolinonaphthopyrans have been synthesised. Whilst these compounds exhibit no observable photochromic properties at ambient temperature, protonation results in ring opening to given stable, intensely coloured dyes. Recyclisation and decolouration result on basification.
Red colouring photochromic 6′-substituted spiroindolinonaphth[2,1-b][1,4]oxazines
Rickwood,Marsden,Ormsby,Staunton,Wood,Hepworth,Gabbutt
, p. 17 - 24 (2007/10/02)
Electron donating/withdrawing substituents and electronegative centres have been successfully employed in substantially widening the range of photo-generated colours available in the spiroindolinonaphthoxazine class of photochromic materials.
