81777-11-9

Basic information

• Product Name: 2-Propenoic acid, 2-azido-3-phenyl-, methyl ester, (Z)-
• CAS NO: 81777-11-9
• Molecular Formula: C10H9N3O2
• Molecular Weight: 203.2
• Mol File: 81777-11-9.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 2-Propenoic acid, 2-azido-3-phenyl-, methyl ester, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 2-azido-3-phenyl-, methyl ester, (Z)-(81777-11-9)
• EPA Substance Registry System: 2-Propenoic acid, 2-azido-3-phenyl-, methyl ester, (Z)-(81777-11-9)

Safety Data

• Hazardous Substances Data: 81777-11-9(Hazardous Substances Data)

Upstream product

• 103-26-4 Methyl cinnamate 
• 1816-92-8 Methyl azidoacetate 
• 100-52-7 benzaldehyde 
• 563-63-3 silver(I) acetate 

Downstream Products

• 129990-86-9 3-methoxycarbonyl-1-methyl-1,1,4-triphenyl-2-aza-1λ⁵-phosphabuta-1,3-diene 
• 189151-78-8 3-aza-4-methoxycarbonyl-1,1,5-triphenyl-1,2,4-pentatriene 
• 80612-97-1 (Z)-methyl 2-amino-3-phenylacrylate 
• 1202-04-6 indole-2-carboxylic acid methyl ester 
• 98081-80-2 methyl 2-phenyl-2H-azirine-3-carboxylate 
• 140195-94-4 methyl DL-1-(N-benzyloxycarbonylglycylamino)-t-2-phenyl-r-1-cyclopropanecarboxylate 
• 16136-58-6 N-methyl-1H-indole-2-carboxylic acid 

Relevant articles and documents

A Bu4N[Fe(CO)3(NO)]-Catalyzed Hemetsberger–Knittel Indole Synthesis

The nucleophilic Fe complex Bu4N[Fe(CO)3(NO)] (TBA[Fe]) catalyzes the direct intramolecular amination of aryl vinyl azides to give the corresponding indole derivatives in good to excellent yields.

A porous metal-organic cage constructed from dirhodium paddle-wheels: Synthesis, structure and catalysis

Self-assembly of dirhodium(ii) tetraacetate (Rh2(OAc)4) with a dicarboxylic acid 3,3′-(1,3-phenylenebis(ethyne-2,1-diyl))dibenzoic acid (H2pbeddb) gives rise to a metal-organic cage (MOC) containing Rh-Rh bonds with the formula of [Rh4(pbeddb)4(H2O)2(DMAC)2] (MOC-Rh-1). Single-crystal X-ray diffraction analysis reveals that MOC-Rh-1 shows a lantern-type cage structure, in which a pair of Rh2(CO2)4 paddlewheels is linked by four diacid ligands. The dimensions of the inner cavity of MOC-Rh-1 are 9.5 × 14.8 ?2 (atom-to-atom distances across opposite metal and phenyl groups of pbeddb2-). In the solid phase, the cages are aligned by π-π stacking to form one-dimensional channels (9.5 × 11.1 ?2) through cage windows. Therefore, the crystalline samples of MOC-Rh-1 are porous with the inner and outer cavities of the cages accessible under the heterogeneous condition. MOC-Rh-1 has been fully characterized by EA, TGA, PXRD, IR, UV-vis and XPS measurements. The catalytic tests disclose that activated MOC-Rh-1 is effective in the intramolecular C-H amination of vinyl, dienyl and biaryl azides, leading to the formation of indoles, pyrroles and carbazoles, respectively, and the porous catalyst can be recycled easily and used for at least nine runs without significant loss of activity. In the nine runs, the conversions were in the range of 93-99%, whereas in the tenth run, the conversion was reduced to 78%.

Iron(II) triflate as a catalyst for the synthesis of indoles by intramolecular C-H amination

A practical iron-catalyzed intramolecular C-H amination reaction and its application in the synthesis of indole derivatives are presented. As a catalyst, commercially available iron(II) triflate is used.