14674-88-5Relevant articles and documents
Indium-mediated tandem dimerization and cyclization of nitrqones and aldimines to 3-arylaminodihydrobenzofurans under aqueous conditions
Jeevanandam, Arumugasamy,Ling, Yong-Chien
, p. 4361 - 4362 (2001)
Nitrones undergo deoxygenative reductive coupling and subsequent cyclization to 3-arylamino-2,3-dihydrobenzofuran derivatives in the presence of indium under aqueous conditions at ambient temperature in good yields.
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
Influence of substituent on equilibrium of benzoxazine synthesis from Mannich base and formaldehyde
Deng, Yuyuan,Zhang, Qin,Zhou, Qianhao,Zhang, Chengxi,Zhu, Rongqi,Gu, Yi
, p. 18341 - 18348 (2014/09/30)
N-Substituted aminomethylphenol (Mannich base) and 3,4-dihydro-2H-3- substituted 1,3-benzoxazine (benzoxazine) were synthesized from substituted phenol (p-cresol, phenol, p-chlorophenol), substituted aniline (p-toluidine, aniline, p-chloroaniline) and formaldehyde to study influence of substituent on equilibrium of benzoxazine synthesis from Mannich base and formaldehyde. 1H-NMR and charges of nitrogen and oxygen atoms illustrate effect of substituent on reactivity of Mannich base, while oxazine ring stability is characterized by differential scanning calorimetry (DSC) and C-O bond order. Equilibrium constants were tested from 50 °C to 80 °C, and the results show that substituent attached to phenol or aniline has same impact on reactivity of Mannich base; however, it has opposite influence on oxazine ring stability and equilibrium constant. Compared with the phenol-aniline system, electron-donating methyl on phenol or aniline increases the charge of nitrogen and oxygen atoms in Mannich base. When the methyl group is located at para position of phenol, oxazine ring stability increases, and the equilibrium constant climbs, whereas when the methyl group is located at the para position of aniline, oxazine ring stability decreases, the benzoxazine hydrolysis tends to happen and equilibrium constant is significantly low. the Partner Organisations 2014.