52636-03-0

Basic information

• Product Name: 3-(2-nitrophenyl)-1H-pyrrole
• Synonyms: 3-(2-nitrophenyl)-1H-pyrrole
• CAS NO: 52636-03-0
• Molecular Weight: 188.186
• Mol File: 52636-03-0.mol

Chemical Properties

• CAS DataBase Reference: 3-(2-nitrophenyl)-1H-pyrrole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-nitrophenyl)-1H-pyrrole(52636-03-0)
• EPA Substance Registry System: 3-(2-nitrophenyl)-1H-pyrrole(52636-03-0)

Safety Data

• Hazardous Substances Data: 52636-03-0(Hazardous Substances Data)

Upstream product

• 1033282-26-6 3-(2-nitrophenyl)-1-(triisopropylsilyl)-1H-pyrrole 
• 579-71-5 2-nitrostyrene 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 552-89-6 2-nitro-benzaldehyde 
• 1393935-90-4 C₁₃H₁₄N₂O₄ 
• 1393935-92-6 C₁₃H₁₂N₂O₄ 
• 365-33-3 2-nitrobenzenediazonium tetrafluoroborate 
• 577-19-5 2-nitrophenyl bromide 

Downstream Products

• 1295568-44-3 4-benzyl-3H-pyrrolo[2,3-c]quinoline 
• 1393936-00-9 4-phenyl-3H-pyrrolo[2,3-c]quinoline 
• 1393936-01-0 N,N-dimethyl-4-(3H-pyrrolo[2,3-c]quinolin-4-yl)aniline 
• 1393936-03-2 4-(4-methoxyphenyl)-3H-pyrrolo[2,3-c]quinoline 
• 1393936-05-4 4-(3,5-dimethoxyphenyl)-3H-pyrrolo[2,3-c]quinoline 
• 1393936-07-6 4-(3,4,5-trimethoxyphenyl)-3H-pyrrolo[2,3-c]quinoline 
• 1393936-08-7 4-(4-chlorophenyl)-3H-pyrrolo[2,3-c]quinoline 
• 1393936-10-1 4-(4-bromophenyl)-3H-pyrrolo[2,3-c]quinoline 
• 1393936-12-3 4-(4-nitrophenyl)-3H-pyrrolo[2,3-c]quinoline 
• 78599-49-2 3-(2'-aminophenyl)pyrrole 
• 1554335-45-3 4-(2-phenyl-2H-1,2,3-triazol-4-yl)-3H-pyrrolo[2,3-c]-quinoline 
• 1554335-25-9 4-[4-(trifluoromethyl)phenyl]-3H-pyrrolo[2,3-c]quinoline 
• 1453457-62-9 C₁₁H₁₂N₂ 

Relevant articles and documents

Mo–Catalyzed One-Pot Synthesis of N-Polyheterocycles from Nitroarenes and Glycols with Recycling of the Waste Reduction Byproduct. Substituent-Tuned Photophysical Properties

A catalytic domino reduction–imine formation–intramolecular cyclization–oxidation for the general synthesis of a wide variety of biologically relevant N-polyheterocycles, such as quinoxaline- and quinoline-fused derivatives, and phenanthridines, is reported. A simple, easily available, and environmentally friendly dioxomolybdenum(VI) complex has proven to be a highly efficient and versatile catalyst for transforming a broad range of starting nitroarenes involving several redox processes. Not only is this a sustainable, step-economical as well as air- and moisture-tolerant method, but also it is worth highlighting that the waste byproduct generated in the first step of the sequence is recycled and incorporated in the final target molecule, improving the overall synthetic efficiency. Moreover, selected indoloquinoxalines have been photophysically characterized in cyclohexane and toluene with exceptional fluorescence quantum yields above 0.7 for the alkyl derivatives.

Gold(I)/chiral br??nsted acid catalyzed enantioselective hydroamination-hydroarylation of alkynes: The effect of a remote hydroxyl group on the reactivity and enantioselectivity

The catalytic enantioselective hydroamination-hydroarylation of alkynes under the catalysis of (R3P)AuMe/(S)-3,3a?2-bis(2,4,6-triisopropylphenyl)-1,1a?2-bi-naphthyl-2,2a?2-diyl hydrogenphosphate ((S)-TRIP) is reported. The alkyne was reacted with a range of pyrrole-based aromatic amines to give pyrrole-embedded aza-heterocyclic scaffolds bearing a quaternary carbon center. The presence of a hydroxyl group in the alkyne tether turned out to be very crucial for obtaining products in high yields and enantioselectivities. The mechanism of enantioinduction was established by carefully performing experimental and computational studies.

New class of antitubercular compounds: Synthesis and anti-tubercular activity of 4-substituted pyrrolo[2,3-c]quinolines

Modified synthesis and antitubercular activity of 4-substituted pyrrolo[2,3-c]quinolines are reported. Some of the compounds showed significant antitubercular activity, when compared to some of the existing antitubercular drugs. A compound with an imidazole moiety at position 4 shows the highest activity and least toxicity. Graphical abstract: [Figure not available: see fulltext.]

Divergent total synthesis of the natural antimalarial marinoquinolines A, B, C, e and unnatural analogues

A new synthetic route to marinoquinolines was developed, allowing the synthesis of several structurally related compounds from a common key intermediate. Four natural marinoquinolines (A, B, C and E) and nine unnatural new analogues were prepared by this strategy, which features a Heck-Matsuda reaction in pure water and the Pictet-Spengler reaction as key steps.

Concise total syntheses of Marinoquinolines A-C

The first concise total syntheses of pyrroloquinoline natural products, Marinoquinolines A-C, have been achieved in six linear steps from commercially available starting materials. The key steps were a reaction between (p-tolylsulfonyl)methylisocyanide (TosMIC) and α, β-unsaturated ester under basic condition to prepare the pyrrole moiety and Morgen-Walls reaction to construct quinoline ring.

Synthesis of pyrrolnitrin and related halogenated phenylpyrroles

A general approach to halogenated arylpyrroles, including the antifungal natural product pyrrolnitrin, is described using newly synthesized halogenated pyrroles and 2,6-disubstituted nitrobenzenes or 2,6-disubstituted anilines.