61821-71-4

Usage

Structure

It is a benzoxazine derivative.
Contains a bromine atom attached to a phenyl ring.
Heterocyclic compound with a characteristic oxygen atom in the benzene ring.

Properties

Molecular Weight: 281.13 g/mol
Appearance: Solid
Melting Point: [Specific value if available]
Solubility: [Specific solubility properties if available]
Reactivity: [Information on its reactivity and stability]

Applications

Potential applications in organic synthesis.
Utilized in material science due to its unique structure.

Interest for Further Study

Subject of interest for further study and development in various industries and research fields.

InChI:InChI=1/C14H10BrNO/c15-11-7-5-10(6-8-11)13-9-17-14-4-2-1-3-12(14)16-13/h1-8H,9H2

Upstream product

• 99-90-1 para-bromoacetophenone 
• 95-55-6 2-amino-phenol 
• 99-73-0 para-bromophenacyl bromide 
• 61821-70-3 2-(2-acetylamino-phenoxy)-1-(4-bromo-phenyl)-ethanone 

Downstream Products

• 1354648-86-4 (3R)-3-(4-bromophenyl)-3,4-dihydro-2H-benzo[b][1,4]oxazine 
• 1360820-27-4 (3S)-3-(4-bromophenyl)-3,4-dihydro-2H-benzo[b][1,4]oxazine 
• 917085-52-0 3-(4-bromophenyl)-2H-benzo[b][1,4]oxazin-2-one 
• 61821-76-9 meso-3,3'-bis-(4-bromo-phenyl)-2H,2'H-2,2'-oxy-bis-benzo[1,4]oxazine 
• 61821-84-9 3,3'-bis-(4-bromo-phenyl)-2H,2'H-[2,2']bi[benzo[1,4]oxazinyl] 
• 61821-82-7 (E)-3,3'-bis-(4-bromo-phenyl)-[2,2']bi[benzo[1,4]oxazinylidene] 

Relevant academic research and scientific papers

Rhodium-Catalyzed Spiro Indenyl Benzoxazine Synthesis via C-H Activation/Annulation of 3-Aryl-2H-Benzo[b][1,4]oxazines and Alkynes

The rhodium (III)-catalyzed annulation of 3-Aryl-2H-Benzo[b][1,4]oxazines with alkynes via C–H activation has been developed. This reaction afforded a series of spiro indenyl benzoxazine in high yields under mild reaction condition with good functional group tolerance.

A Rhodium-Catalyzed [3 + 2] Annulation of General Aromatic Aldimines/Ketimines and N-Substituted Maleimides

A new class of rhodium-catalyzed, C-H activation triggered [3 + 2] annulations of aromatic aldimines or ketimines and maleimides was reported in this study. A broad scope of general imines without electron-withdrawing groups were successfully activated an

A Rhodium-Catalyzed [3 + 2] Annulation of General Aromatic Aldimines/Ketimines and N-Substituted Maleimides

A new class of rhodium-catalyzed, C-H activation triggered [3 + 2] annulations of aromatic aldimines or ketimines and maleimides was reported in this study. A broad scope of general imines without electron-withdrawing groups were successfully activated an

Highly enantioselective spinol-derived phosphoric acid catalyzed transfer hydrogenation of diverse C=N-containing heterocycles

A highly efficient and enantioselective hydrogenation of diversely substituted C=N-containing heterocyclic compounds such as 3-aryl-1,4-benzoxazines and 2-arylquinolines was experimentally explored by using 1,1′-spirobiindane-7,7′-diol-derived chiral phosphoric acids as the catalyst. This method provides straightforward access to the corresponding tetrahydroquinolines and dihydro-2H-1,4-benzothiazines in high yields (85-99%) with excellent enantioselectivities (91-99%). The attractive features of this procedure, which include mild reaction conditions, operational simplicity, relatively low catalyst loading (1 mol-%), and high levels of enantioselectivities, make it a useful approach for the practical synthesis of optically active nitrogen-containing aromatic heterocycles.

4,5-Dihydropyrrolo[1,2-a]quinoxalines: A tunable and regenerable biomimetic hydrogen source

A series of tunable and regenerable biomimetic hydrogen sources, 4,5-dihydropyrrolo[1,2-a]quinoxalines, have been synthesized and applied in biomimetic asymmetric hydrogenation of 3-aryl-2H-benzo[b][1,4]oxazines and 1-alkyl-3-aryl-quinoxalin-2(1H)-ones, providing the chiral amines with up to 92% and 89% ee, respectively.

[Ir(P-OP)]-catalyzed asymmetric hydrogenation of diversely substituted C=N-containing heterocycles

Iridium(I) complexes of enantiomerically pure phosphine-phosphite ligands ([Ir(Cl)(cod)(P - OP)]) efficiently catalyze the enantioselective hydrogenation of diverse C=N-containing heterocyclic compounds (benzoxazines, benzoxazinones, benzothiazinones, and quinoxalinones; 25 examples, up to 99% ee). A substrate-to-catalyst ratio as high as 2000:1 was reached.

Lewis base organocatalyzed enantioselective hydrosilylation of 1,4-benzoxazines

A chiral Lewis base organocatalyzed enantioselective hydrosilylation of 1,4-benzoxazines is presented. The reactions afforded various enantioenriched 3-substituted dihydro-2H-1,4-benzoxazines with high yields (up to 98%) in moderate enantioselectivities (up to 87% ee).

Iridium-catalyzed asymmetric hydrogenation of 3-substituted 2H-1,4-benzoxazines

The highly enantioselective hydrogenation of 3-aryl-2H-1,4-benzoxazines was achieved using the (cyclooctadiene)iridium chloride dimer/(S)-SegPhos/iodine {[Ir(COD)Cl]2/(S)-SegPhos/I2} system as catalyst with up to 92% ee. The 3-styryl

A novel reduction of o-nitrophenoxy compounds promoted by low-valent titanium: An access to 2H-1,4-benzoxazine derivatives

The intramolecular reductive cyclizations of o-nitrophenoxyacetophenones, o-nitrophenoxyacetate and o-nitrophenoxyacetonitrile induced by the Sm/TiCl4 system were studied; 2H-1,4-benzoxazines are obtained in high yields under room temperature conditions.

SYNTHESIS OF 3-ARYLCOUMARINS, 2-AROYLBENZOFURANS AND 3-ARYL-2H-1,4-BENZOXAZINES UNDER PHASE-TRANSFER CATALYSIS CONDITIONS

The synthesis of 3-arylcoumarins, 2-aroylbenzofurans and 3-aryl-2H-1,4-benzoxazines under phase transfer catalysis conditions is described.