128307-70-0Relevant academic research and scientific papers
A novel dilithiation approach to 3,4-dihydro-2H-1,3-benzothiazines, 3,4-dihydro-2H-1,3-benzoxazines, and 2,3,4,5-tetrahydro-1,3-benzothiazepines
Katritzky, Alan R.,Xu, Yong-Jiang,Jain, Ritu
, p. 8234 - 8236 (2002)
3,4-Dihydro-2H-1,3-benzothiazines 4, 3,4-dihydro-2H-1,3-benzoxazines 9, and 2,3,4,5-tetrahydro-1,3-benzothiazepines 6 were synthesized by directed ortho-lithiation of thiophenols and phenols and by side-chain lithiation of substituted thiophenols, respect
Ammonium salt catalyzed ring-opening polymerization of 1,3-benzoxazines
Kocaarslan, Azra,Kiskan, Baris,Yagci, Yusuf
, p. 340 - 346 (2017)
The effect of amine HCl salts as catalysts on the ring-opening polymerization (ROP) of simple 1,3-benzoxazines was investigated. The catalyst effects on the structure of the final polymer was examined and compared. The curing process for each salt-benzoxa
N-alkyl imidazole-based homonuclear coordination complex as a neutral organocatalyst for the faster and efficient construction of 3,4-dihydro-2H-1,3-oxazine scaffold
Y?ld?r?m, Ayhan,G?ker, Mustafa
, (2021)
In the present work, homonuclear coordination complex including Zn (II) and N-hexadecylimidazole ligand was used for the first time as a highly efficient homogeneous neutral organocatalyst for the synthesis of 3,4-dihydro-2H-1,3-benzoxazine monomers. Ther
Screening of simple carbohydrates as a renewable organocatalyst for the efficient construction of 1,3-benzoxazine scaffold
Y?ld?r?m, Ayhan,Kaya, Yunus,G?ker, Mustafa
, (2021/10/12)
A convenient protocol for the two component preparation of 1,3-benzoxazines by using several protected and unprotected carbohydrate molecules as organocatalysts have been developed which is broadly applicable to condensation reaction between variety of Ma
Phenolic Naphthoxazines as Curing Promoters for Benzoxazines
Kaya, Gizem,Kiskan, Baris,Yagci, Yusuf
, p. 1688 - 1695 (2018/03/21)
The effect of phenolic hydroxyl bearing naphthoxazines as catalysts for the ring-opening polymerization (ROP) of simple 1,3-benzoxazines was investigated. The latent catalytic role of napthoxazines in the curing process of the mixtures was demonstrated by
High throughput mechanochemistry: Application to parallel synthesis of benzoxazines
Martina,Rotolo,Porcheddu,Delogu,Bysouth,Cravotto,Colacino
supporting information, p. 551 - 554 (2018/01/19)
We describe herein an unprecedented mechanochemical "parallel synthesis" of 3,4-dihydro-2H-benzo[e][1,3]oxazine derivatives via a one pot three component reaction. The new milling system uses a multiposition jar (variable sizes are possible), allowing for the processing of up to 12 samples simultaneously, leading to the formation of a fungicide and a building block for polymer preparation with higher throughput compared to standard milling devices.
Sustainable synthetic approaches using [C16Im][Oxa] as a flexible organocatalyst and DFT studies toward 3,4-dihydropyrimidinones and benzoxazines
Y?ld?r?m, Ayhan,Kaya, Yunus
, p. 1085 - 1094 (2017/05/10)
Abstract: Easily accessible 1-hexadecyl-1H-imidazol-3-ium oxalate is highly efficient Br?nsted type acidic catalyst for the selected multicomponent one-pot reactions. The short reaction times, easy workup procedures, and green metal-free conditions for th
Synthesis of 3,4-dihydro-2H-1,3-benzoxazines by condensation of 2-hydroxyaldehydes and primary amines: Application to the synthesis of hydroxy-substituted and deuterium-labeled compounds
Andreu,Ronda
, p. 2316 - 2329 (2008/09/21)
We report the synthesis of several substituted 3,4-dihydro-2H-1,3- benzoxazines by simple ring closure of 2-hydroxybenzylamines with paraformaldehyde. The facile synthesis of the benzylamine precursors from commercially available salicylaldehyde derivativ
Generation and application of o-Quinone methides bearing various substituents on the benzene ring
Sugimoto, Hiromichi,Nakamura, Satoshi,Ohwada, Tomohiko
, p. 669 - 679 (2008/02/09)
o-Quinone methides (o-QMs) are highly reactive, short-lived intermediates, which have potential synthetic applicability. However, few studies on the generation of o-QMs bearing an electron-withdrawing group have been reported. Herein we present a general method for the generation of o-QMs, particularly those substituted with an 0lectrophilic substituent, from new precursors, 4H-1,2-benzoxazines 2. We have also studied systematically the Diels-Alder reactions of o-QMs with various dienophiles, such as vinyl ethers, enamines and imines. The reactions provide a versatile route to substituted chromans, phenols and 3,4-dihydro-2H-benzo[e]-[1,3]oxazines (3,4-dihydro-1,3-benzoxazines). Furthermore, we applied the new method to the derivatization of some natural products.
Qualitative analysis of the stability of the oxazine ring of various benzoxazine and pyridooxazine derivatives with proton nuclear magnetic resonance spectroscopy
Moloney,Craik,Iskander
, p. 692 - 697 (2007/10/02)
A series of 3,4-dihydro-1,3-benzoxazine and 3,4-dihydro-1,3-pyridooxazine derivatives was synthesized, and the hydrolysis of the derivatives was studied with proton nuclear magnetic resonance spectroscopy. The oxazine derivatives underwent various degrees of hydrolysis when H2O was added to dimethyl sulfoxide solutions of the compounds. The rates and extents of decomposition of the oxazine ring systems depended on the electronic effects of substituents within the molecules. Examination of the proton nuclear magnetic resonance spectra that were generated during decomposition of the oxazines and trends in stability of the oxazine derivatives suggest the formation of an intermediate in the hydrolysis mechanism.
