257-07-8Relevant articles and documents
Microwave assisted synthesis of dibenzoxazepines
Ghafarzadeh, Mohammad,Moghadam, Ebrahim Saeedian,Faraji, Fereshteh
, p. 754 - 757 (2013)
Dibenzo[b,f][1,4]oxazepine derivatives were synthesized in good yields and short reaction times by the reaction of 2-chlorobenzaldehydes and 2-aminophenoles in basic conditions under microwave irradiation. Copyright
Poly(ethylene glycol) (PEG) as an efficient and recyclable reaction medium for the synthesis of dibenz[b,f]-1,4-oxazepine
Jorapur, Yogesh R.,Rajagopal, Gurusamy,Saikia, Prakash J.,Pal, Ravindra R.
, p. 1495 - 1497 (2008)
Poly(ethylene glycol) (PEG) has been used as a sustainable, non-volatile, and environmentally friendly reaction solvent for the synthesis of dibenz[b,f]-1,4-oxazepine (2a). PEG-400 as a promoter provided 89% of 2a within 8 h. We compared the reactivity of PEG-400 with 18-crown-6, tetra-n-butylammonium bromide and ionic liquids as phase transfer catalysts. Further, we investigated our protocol with various PEGs, with molecular weight 200, 300, 1000, 2000, 8000, 10,000, and 20,000. The reaction provided excellent yields with low as well as high molecular weight PEGs. We also studied the effect of various organic cosolvents (polar protic/aprotic/non-polar) on the reactivity of PEG-400 for the synthesis of 2a.
Improved etherification procedure for the preparation of dibenz[b,f][1,4]oxazepine
Fakhraian,Nafary,Yarahmadi,Hadj-Ghanbary
, p. 1469 - 1471 (2008)
(Chemical Equation Presented) The effect of temperature and catalyst on the yield and rate of the etherification reaction between 1 and 2 was investigated and alternative methods for separation of 3 and 4 from the reaction mixture have been described.
Visible-Light-Induced Cycloaddition of α-Ketoacylsilanes with Imines: Facile Access to β-Lactams
Ye, Jian-Heng,Bellotti, Peter,Paulisch, Tiffany O.,Daniliuc, Constantin G.,Glorius, Frank
supporting information, p. 13671 - 13676 (2021/05/11)
We report the synthesis of β-lactams from α-ketoacylsilanes and imines, which proceeds via a formal [2+2] photochemical cycloaddition with in situ generation of siloxyketene. This mild and operationally simple reaction proceeds in an atom-economic fashion with broad substrate scope, including aldimines, ketimines, hydrazones, and fused nitrogen heterocycles, affording a variety of important β-lactams with satisfactory diastereoselectivities in most cases. This reaction also features good functional-group tolerance, facile scalability and product diversification. Experimental and computational studies suggest that α-ketoacylsilanes can serve as photochemical precursors by engaging in a 1,3 silicon shift to the distal carbonyl group.
Dibenzooxyazepine derivative and preparation method thereof
-
Paragraph 0031-0033; 0048-0049, (2021/07/08)
The invention discloses a dibenzooxyazepine derivative. The structure of the dibenzooxyazepine derivative is represented by a formula shown in the specification; and in the formula, R1, R2, R3, R4 and R5 are respectively and independently hydrogen, C1-C10 alkyl, C1-C10 alkoxy and halogen. According to the 8-(9-aryl-9-fluorenyl)-dibenzo[b, f][1, 4] oxaza derivative provided by the invention, the reaction research on a dibenzo [b, f][1, 4]oxaza benzene ring is expanded. According to the preparation method, raw materials are simple and easy to obtain, reaction conditions are mild, participation of transition metal and an oxidizing agent is avoided, and the call of 'green chemistry' is further responded.
Unlocking the direct photocatalytic difluoromethylation of CN bonds
Alemán, José,Garrido-Castro, Alberto F.,Gini, Andrea,Maestro, M. Carmen
supporting information, p. 3769 - 3772 (2020/04/10)
The current study presents a direct CF2H radical addition to CN bonds predicated on the photocatalytic activation of commercially available zinc difluoromethanesulfinate. The mild conditions in place lead to impressive structural diversity, as quinoxalinones and dibenzazepines, among others, are successfully functionalized.
Annulation of Diaryl(aryl)phosphenes and Cyclic Imines to Access Benzo-δ-phospholactams
Luo, Yun,Xu, Jiaxi
supporting information, p. 7780 - 7785 (2020/11/02)
Microwave-assisted annulation of cyclic imine dibenzo[b,f][1,4]oxazepines and diaryl(aryl)phosphenes generated from diazo(aryl)methyl(diaryl)phosphine oxides through the Wolff rearrangement accesses pentacyclic benzo-δ-phospholactams, 4b,16-dihydrodibenzo
Enantioselective Copper-Catalyzed Three-Component Carboboronation of Allenes: Access to Functionalized Dibenzo [b,f][1,4]oxazepine Derivatives
Deng, Hao,Meng, Ziwei,Wang, Sifan,Zhang, Zheming,Zhang, Yaqi,Shangguan, Yu,Yang, Fazhou,Yuan, Dekai,Guo, Hongchao,Zhang, Cheng
supporting information, p. 3582 - 3587 (2019/07/17)
A copper-catalyzed enantioselective three-component difunctionalization of allenes with seven-membered cyclic imines and bis(pinacolato)diboron (B2(Pin)2) to approach functionalized dibenzo[b,f][1,4]oxazepine derivatives is developed. The chiral products are obtained in up to 81% yield, >20:1 dr, and 98% ee when either a chiral diphosphine ligand or a chiral ferrocenyl-based P,N-ligand is used. Furthermore, the reaction exhibits reversed diastereoselectivities when the chiral diphosphine ligand and the chiral P,N-ligand are used respectively. (Figure presented.).
N-Heterocyclic Carbene (NHC)-Catalyzed One-Pot Aerobic Oxidative Synthesis of 2-Substituted Benzo[ d ]oxazoles, Benzo[ d ]thiazoles and 1,2-Disubstituted Benzo[ d ]imidazoles
Zhou, Quan,Liu, Shu,Ma, Ming,Cui, He-Zhen,Hong, Xi,Huang, Shuang,Zhang, Jing-Fan,Hou, Xiu-Feng
supporting information, p. 1315 - 1322 (2018/03/10)
N-Heterocyclic carbene (NHC), generated in situ from easily available N-heterocyclic imidazolium salt with air as terminal oxidant, has successfully been utilized as a cheap and efficient catalyst for one-pot aerobic oxidative synthesis of 2-arylbenzo[ d ]oxazoles, 2-substituted benzo[ d ]thiazoles, and 1,2-disubstituted benzo[ d ]imidazoles.
Microwave-assisted synthesis of substituted dibenzo[b,f][1,4]thiazepines, dibenzo[b,f][1,4]oxazepines, benzothiazoles, and benzimidazoles
Lin, Yu-Chin,Li, Ni-Ching,Cherng, Yie-Jia
, p. 808 - 814 (2014/06/10)
A highly efficient synthesis for possessing 7-membered rings with two heteroatoms is described, using efficient microwave-assisted one-pot method to synthesize (substituted) dibenzo[b,f][1,4]thiazepines [1] and dibenzo[b,f][1,4]oxazepines [2] in high yields (up to 99%) by cyclocondensations of o-aminothiophenol or o-aminophenol with o-halobenzaldehydes, o-fluoroacetophenone, and o-fluorobenzophenone. In the absence of base, o-aminothiophenol reacted with o-halobenzaldehydes to afford benzothiazoles.
