2770-17-4

Upstream product

• 61744-33-0 9-azido-9-phenyl-xanthene 
• 91-17-8 decalin 
• 105-64-6 diisopropyl peroxydicarbonate 
• 602261-98-3 1-isocyano-2-phenoxybenzene 
• 94-36-0 dibenzoyl peroxide 
• 2770-15-2 N-(2-phenoxyphenyl)benzamide 
• 119-61-9 benzophenone 
• 95-55-6 2-amino-phenol 
• 64182-61-2 1-chloro-3-fluoro-2-nitrobenzene 
• 98-88-4 benzoyl chloride 
• 342-24-5 o-fluorobenzophenone 
• 117-99-7 2-Hydroxybenzophenone 
• 583-53-9 2,3-dibromobenzene 
• 1331753-57-1 (2-(2-bromophenoxy)phenyl)(phenyl)methanone 

Downstream Products

• 1316274-09-5 (-)-(S)-11-phenyl-10,11-dihydrodibenzo[b,f][1,4]oxazepine 
• 2244-56-6 11-phenyl-10,11-dihydrodibenzo[b,f][1,4]oxazepine 

Relevant academic research and scientific papers

Annulation of Diaryl(aryl)phosphenes and Cyclic Imines to Access Benzo-δ-phospholactams

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

Pd-Catalyzed C(sp2)-H Imidoylative Annulation: A General Approach to Construct Dibenzoox(di)azepines

A general method to construct the scaffolds of dibenzooxazepine and dibenzodiazepine, through Pd-catalyzed isocyanide insertion and intramolecular C(sp2)-H activation, has been developed. This is the first example of seven-membered heterocycle

Asymmetric Hydrogenation of Seven-Membered C=N-containing Heterocycles and Rationalization of the Enantioselectivity

Iridium(I) complexes with phosphine–phosphite ligands efficiently catalyze the enantioselective hydrogenation of diverse seven-membered C=N-containing heterocyclic compounds (eleven examples; up to 97 % ee). The P-OP ligand L3, which incorporates an ortho

Microwave-assisted synthesis of substituted dibenzo[b,f][1,4]thiazepines, dibenzo[b,f][1,4]oxazepines, benzothiazoles, and benzimidazoles

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.

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.

Concise palladium-catalyzed synthesis of dibenzodiazepines and structural analogues

A general and highly efficient protocol for the synthesis of dibenzodiazepines and their structural analogues is reported. In the presence of catalytic quantities of palladium, readily accessible precursors are cross-coupled with ammonia and then spontaneously undergo an intramolecular condensation to form the corresponding dibenzodiazepines in one step. This new strategy is applicable to the construction of a wide variety of dibenzooxazepines and other structurally related heterocycles.

IRON CATALYZED CROSS-COUPLING REACTIONS OF IMIDOYL DERIVATIVES

Disclosed is a process for preparing a compound of formula A - N=C(D)(B), from a compound of formula A-N=C(E)(B) and a compound of formula D-M using an iron catalyst, where the process has is represented by Equation (I).

Iron-catalyzed cross-coupling of imidoyl chlorides with Grignard reagents

A general, high yielding rapid iron-catalyzed cross-coupling reaction between Grignard reagents and imidoyl chlorides is described. These reactions are typically completed within 5 min, resulting in high yields of 71-96% using 5% iron catalyst in a THF-NM

Peroxydicarbonate-mediated oxidation of N-(ortho-aryloxyphenyl) and N-(ortho-arylaminophenyl)aldimines

Imidoyl radicals 5, obtained from imines 1 by hydrogen abstraction with di-iso-propyl peroxydicarbonate (DPDC), give dibenzoxazepines through 7-membered ring closure. A competitive 6-membered cyclisation leads to intermediate spirocyclohexadienyl radicals that rearrange to aryloxy radicals; this process entails a novel 1,5-aryl radical translocation from an oxygen to a carbon atom and leads to benzophenones, benzoxazoles, and biphenyls. The possibility that the oxazepines arise from rearrangement of the 6-membered-ring-closure intermediates is discussed. With imine 1e, the formation of 5e occurs to a minor extent owing to a side-reaction of the iso-propoxycarbonyloxy radicals, which give rise to an intermolecular aromatic ipso-substitution on the benzenic ring linked to the two oxygen atoms. The 1,5-aryl migration can also be observed with imidoyl radicals generated by radical addition to 2-phenoxyisocyanobenzene. In contrast, the reactions of imines 2 with DPDC do not afford imidoyl radicals, as abstraction of the iminic hydrogen is slower than oxidation of the methyl group: this process entails the formation of carbamoyl radicals, which cyclise onto the carbonitrogen double bond, furnishing quinoxalinone derivatives, or loose carbon monoxide to yield benzimidazoles through ring closure of aminyl radicals. A novel cyclisation of a nitrogen-centred radical onto a formamido group could account for the formation of a benzimidazolinone derivative.