220616-20-6

Basic information

• Product Name: Piperidine, 1,4-diphenyl-
• CAS NO: 220616-20-6
• Molecular Formula: C17H19N
• Molecular Weight: 237.345
• Mol File: 220616-20-6.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Piperidine, 1,4-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Piperidine, 1,4-diphenyl-(220616-20-6)
• EPA Substance Registry System: Piperidine, 1,4-diphenyl-(220616-20-6)

Safety Data

• Hazardous Substances Data: 220616-20-6(Hazardous Substances Data)

Upstream product

• 62-53-3 aniline 
• 771-99-3 4-phenylpiperidine 
• 4920-92-7 pivalic acid phenyl ester 
• 69630-20-2 4-(phenyloxycarbonyl)morpholine 
• 108-90-7 chlorobenzene 
• 66003-76-7 Diphenyliodonium triflate 
• 591-50-4 iodobenzene 
• 98-80-6 phenylboronic acid 
• 100-47-0 benzonitrile 
• 5747-23-9 2-phenyl-1,3,2-benzodioxaborole 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 5123-13-7 5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane 
• 1692-26-8 bis(propan-2-yl) phenylboronate 
• 4406-77-3 2-Phenyl-1,3,2-dioxaborinane 

Relevant articles and documents

Copper-promoted C-N bond cross-coupling with hypervalent aryl siloxanes and room-temperature N-arylation with aryl iodide [5]

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Nickel-Catalyzed Decarboxylation of Aryl Carbamates for Converting Phenols into Aromatic Amines

Herein, we describe a new catalytic approach to accessing aromatic amines from an abundant feedstock, namely phenols. The most reliable catalytic method for converting phenols to aromatic amines uses an activating group, such as a trifluoromethane sulfonyl group. However, this activating group is eliminated as a leaving group during the amination process, resulting in significant waste. Our nickel-catalyzed decarboxylation reaction of aryl carbamates forms aromatic amines with carbon dioxide as the only byproduct. As this amination proceeds in the absence of free amines, a range of functionalities, including a formyl group, are compatible. A bisphosphine ligand immobilized on a polystyrene support (PS-DPPBz) is key to the success of this reaction, generating a catalytic species that is significantly more active than simple nonsupported variants.

Regiospecific N-Arylation of Aliphatic Amines under Mild and Metal-Free Reaction Conditions

A transition metal-free N-arylation of primary and secondary amines with diaryliodonium salts is presented. Both acyclic and cyclic amines are well tolerated, providing a large set of N-alkyl anilines. The methodology is unprecedented among metal-free methods in terms of amine scope, the ability to transfer both electron-withdrawing and electron-donating aryl groups, and efficient use of resources, as excess substrate or reagents are not required.

A convenient one-pot preparation of N-substituted 4-phenylpiperidines

N-Substituted 4-phenylpiperidines were readily synthesized by one-pot cyclization of diols with amines via bis-triflate intermediates. The new synthesis under mild conditions gave various N-substituted 4-phenylpiperidines in moderate to good yields.