91148-60-6Relevant academic research and scientific papers
Trifluoroacetic acid catalyzed dibenzodiazocine synthesis: Optimization and mechanism study
Zhao, Na,Qiu, Li,Wang, Xiao,Li, Jianzhong,Jiang, Yi,Wan, Xiaobo
, p. 9665 - 9671,7 (2020/08/20)
Dibenzo[b,f][1,5]diazocines, a class of potential building blocks for novel electrochemical actuators, were synthesized via a novel, efficient acid-catalyzed reaction of 2-acylbenzoisocyanate at room temperature. Real-time NMR analysis and the captured intermediate showed the mechanism was an unprecedented cyclization of the isocyanate with the neighboring acyl group, followed by the dimerization.
A rapid and efficient access to diaryldibenzo[b,f][1,5]diazocines
Wang, Xiao,Li, Jianzhong,Zhao, Na,Wan, Xiaobo
supporting information; experimental part, p. 709 - 711 (2011/04/24)
2-Benzoylbenzoyl azides undergo facile cyclization under acidic conditions to give substituted dibenzo[b,f][1,5]-diazocines in good yields. This approach shortens the synthetic steps toward these compounds as compared with conventional methods. The mechanism of the diazocine synthesis is assumed to proceed by an unprecedented intermolecular [2 + 2] cyclization.
Friedel-Crafts Acylation of Some Aromatic Compounds with 2-Isocyanatobenzoyl Chloride
Misra, B. K.,Rao, Y. R.,Mahapatra, S. N.
, p. 1132 - 1138 (2007/10/02)
Friedel-Crafts acylation of benzene, toluene, anisole and chlorobenzene with 2-isocyanatobenzoyl chloride (1) afford either 2-aminobenzophenones (2) or 4,4-diaryl-1,2-dihydro-3,1-benzoxazin-2(4H)-ones (3) as major products depending on reaction temperature and/or substrate reactivity.Other minor products isolated are 3-aryl-1,2,3,4-tetrahydroquinazoline-2,4-diones (4), 6,12-diaryldibenzodiazocines (6) and 2-aminophenyl-α,α-diarylmethanols (7).The formation of 2 and 3 has been shown to take place via a common intermediate complex to which the cyclic 4-aryl-3,1-benzoxazinonium ion structure (12) has been assigned on the basis of its rection with methanol and 2-aminobenzophenone.While the formation of 6 occurs through the intermediate complex (12), 4-aryliminoquinazolin-2-ones (5) are formed most probably from the 1-AlCl3 complex.
