204847-21-2

Upstream product

• 1493-27-2 ortho-nitrofluorobenzene 
• 70787-31-4 2-amino-2'-bromo-diphenyl ether 
• 75-36-5 acetyl chloride 
• 60671-89-8 1-(2-bromophenoxy)-2-nitrobenzene 
• 95-56-7 2-hydroxybromobenzene 
• 88-73-3 2-Chloronitrobenzene 
• 56966-62-2 1-(2-nitrophenoxy)-4-bromobenzene 
• 2216-12-8 1-nitro-2-phenoxy-benzene 
• 108-24-7 acetic anhydride 

Downstream Products

• 1316274-10-8 (+)-(S)-4-bromo-10-benzoyl-11-methyl-10,11-dihydrodibenzo[b,f][1,4]oxazepine 
• 135-67-1 phenoxazine 
• 6192-43-4 1-(10H-phenoxazin-10-yl)ethan-1-one 
• 873977-31-2 N-(2-(2-bromophenoxy)-4-bromophenyl)acetamide 

Relevant academic research and scientific papers

Microwave assisted rapid synthesis of phenoxazines and benzopyridoxazines

A facile protocol for the synthesis of phenoxazines and benzopyridoxazines by Smiles rearrangement have been demonstrated in short reaction time under microwave irradiation. The control experiments suggest that a reaction proceeds through Smiles rearrangement followed SNAr ring closure by in situ cascade process. In our present work, both the electron donating and electron withdrawing groups were tolerant and provided a corresponding phenoxazine/benzopyridoxazine in good to moderate yields.

Access to Chiral Seven-Member Cyclic Amines via Rh-Catalyzed Asymmetric Hydrogenation

A highly efficient asymmetric hydrogenation of azepine/oxazepine-type seven-member cyclic imine hydrochlorides was successfully developed using Rh/bisphosphine-thiourea ligand ZhaoPhos, affording various chiral seven-member cyclic amines with full conversions, high yields, and excellent enantioselectivities (up to 96% yield, >99% ee). Additionally, this asymmetric hydrogenation can proceed well on gram scale with excellent ee value. Moreover, control experimental results displayed that the anion-bonding interaction between the chloride ion of the substrate and thiourea motif of the ZhaoPhos played an important role to obtain excellent enantioselectivity.

Transition-metal-free intramolecular N-arylations

N-Substituted phenoxazines and related aza analogs have been prepared from N-acetylated aryloxy anilides by transition-metal-free, base-catalyzed cyclization reactions. In the presence of a mixture of 10 mol % of N,N′-dimethylethylenediamine (DMEDA) and 2 equiv of K2CO 3 in toluene at 135 °C the products are obtained in high yields.

Synthesis and enantioselective hydrogenation of seven-membered cyclic imines: Substituted dibenzo[b,f][1,4]oxazepines

Highly enantioselective hydrogenation of seven-membered cyclic imines, substituted dibenzo[b,f][1,4]oxazepines, was achieved, with up to 94% ee, by using the [Ir(COD)Cl]2/(S)-Xyl-C3*-TunePhos complex as the catalyst in the presence of morpholine-HCl.