19409-26-8

Basic information

• Product Name: 2H-1,4-Benzoxazine, 3-phenyl-
• CAS NO: 19409-26-8
• Molecular Formula: C14H11NO
• Molecular Weight: 209.247
• Mol File: 19409-26-8.mol
• Article Data: 32

Chemical Properties

• CAS DataBase Reference: 2H-1,4-Benzoxazine, 3-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1,4-Benzoxazine, 3-phenyl-(19409-26-8)
• EPA Substance Registry System: 2H-1,4-Benzoxazine, 3-phenyl-(19409-26-8)

Safety Data

• Hazardous Substances Data: 19409-26-8(Hazardous Substances Data)

Upstream product

• 18065-01-5 2-(2-nitrophenoxy)-1-phenyl-1-ethanone 
• 62-53-3 aniline 
• 98-86-2 acetophenone 
• 88-75-5 2-hydroxynitrobenzene 
• 532-27-4 1-chloroacetophenone 
• 95-55-6 2-amino-phenol 
• 32503-27-8 tetra(n-butyl)ammonium hydrogensulfate 
• 70-11-1 α-bromoacetophenone 
• 2142-69-0 2-bromophenyl methyl ketone 
• 824-38-4 potassium 2-nitrophenoxide 
• 74413-04-0 3-phenyl-2H-1,4-benzoxazine-4-oxide 
• 32683-55-9 2-(2-acetylamino-phenoxy)-1-phenyl-ethanone 

Downstream Products

• 64327-59-9 2H-3,4-dihydro-3-cyano-3-phenyl-1,4-benzoxazine 
• 932406-13-8 3-[bromo(dichloro)methyl]-3-phenyl-3,4-dihydro-2H-1,4-benzoxazine 
• 932406-02-5 3-phenyl-3-(trichloromethyl)-3,4-dihydro-2H-1,4-benzoxazine 
• 932406-07-0 3,4-dichloro-3-phenyl-2,3-dihydro-1,5-benzoxazepine 
• 1441005-92-0 (R)-tert-butyl 3-phenyl-3,4-dihydro-2H-1,4-benzoxazine-4-carboxylate 

Relevant articles and documents

Kinetic Resolution by Lithiation: Highly Enantioselective Synthesis of Substituted Dihydrobenzoxazines and Tetrahydroquinoxalines

Kinetic resolution provided a highly enantioselective method to access a range of 3-aryl-3,4-dihydro-2H-1,4-benzoxazines using n-butyllithium and the chiral ligand sparteine. The enantioenrichment remained high on removing the tert-butoxycarbonyl (Boc) protecting group. The intermediate organolithium undergoes ring opening to an enamine. The kinetic resolution was extended to give enantiomerically enriched substituted 1,2,3,4-tetrahydroquinoxalines and was applied to the synthesis of an analogue of the antibiotic levofloxacin that was screened for its activity against the human pathogen Streptococcus pneumoniae.

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