67099-07-4Relevant academic research and scientific papers
A Facile Synthesis of 2-Aminobenzoxazines Based on Iodine-Catalyzed Desulfurative Cyclization
Fuchiya, Asuka,Miyamura, Takuya,Nariki, Haruna,Noda, Shizuki,Makiyama, Kouhei,Sonoda, Motohiro,Tanimori, Shinji
, p. 483 - 489 (2021/10/16)
A facile and environmentally benign access to N-aryl/alkyl-4H-benzoxazin-2-amines is achieved from 1-[2-(hydroxymethyl)phenyl/alkyl]-3-phenylthioureas under transition-metal-free conditions. The conversions occur smoothly in the presence of a catalytic amount of molecular iodine and hydrogen peroxide as the oxidant in tetrahydrofuran at room temperature to afford moderate to good yields (28-90%) of the desired products within 2 hours. This method reports the first examples of the catalytic transformations of 1-[2-(hydroxymethyl)phenyl/alkyl]-3-phenylthioureas into N-aryl/alkyl-4H-benzoxazin-2-amines based on desulfurative cyclization.
A novel and efficient synthesis of 4H-3,1-benzoxazines by a tandem aza-Wittig/heterocumulene-mediated annulation strategy
Molina,Arques,Molina
, p. 21 - 23 (2007/10/02)
2-[(Triphenylphosphoranylidene)amino]benzyl alcohol 2 reacts with isocyanates or isothiocyanates in refluxing toluene to give the corresponding 2-alkyl(aryl)amino-4H-3,1-benzoxazines 5. Iminophosphorane 2 also reacts with carbon dioxide and carbon disulfide to give 4H-3,1-benzoxazin-2(1H)-one (6) and -thione (7), respectively.
SIMPLE AND EFFICIENT SYNTHESIS OF 4H-3,1-BENZOXAZINES FROM 2-BROMOMETHYLPHENYL ISOCYANATE AND AMINES
Gonda, Jozef,Barnikol, Mariana
, p. 752 - 760 (2007/10/02)
Reaction of 2-bromomethylphenyl isocyanate (II; prepared by radical bromination of 2-tolyl isocyanate with N-bromosuccinimide) with aliphatic and aromatic amines takes place on the NCO group under formation of stable N-alkyl(aryl)-N'-(2-bromomethylphenyl)
