1186503-88-7

Basic information

• Product Name: 2-cyclobutyl-6-phenylpyridine
• Synonyms: 2-cyclobutyl-6-phenylpyridine
• CAS NO: 1186503-88-7
• Molecular Formula: C₁₅H₁₅N
• Molecular Weight: 209.2863
• Mol File: 1186503-88-7.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-cyclobutyl-6-phenylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-cyclobutyl-6-phenylpyridine(1186503-88-7)
• EPA Substance Registry System: 2-cyclobutyl-6-phenylpyridine(1186503-88-7)

Safety Data

• Hazardous Substances Data: 1186503-88-7(Hazardous Substances Data)

Upstream product

• 16717-64-9 1-azidostyrene 
• 112650-60-9 1-cyclobutylcyclopropan-1-ol 

Relevant articles and documents

Mn(III)-mediated formal [3+3]-annulation of vinyl azides and cyclopropanols: A divergent synthesis of azaheterocycles

Mn(III)-mediated formal [3+3]-annulation has been developed using readily available vinyl azides and cyclopropanols with a wide range of substituents. Vinyl azides were successfully applied as a three-atom unit including one nitrogen to prepare pyridines and σ-lactams by the reactions with monocyclic cyclopropanols as well as to construct 2-azabicyclo[3.3.1] and 2-azabicyclo[4.3.1] frameworks with bicyclic cyclopropanols, bicyclo[3.1.0]hexan-1-ols, and bicyclo[4.1.0]heptan-1-ols. These reactions were initiated by a radical addition of β-carbonyl radicals, generated by the one-electron oxidation of cyclopropanols with Mn(III), to vinyl azides to give iminyl radicals, which cyclized with the intramolecular carbonyl groups. In addition, application of the present methodology to a synthesis of the quaternary indole alkaloid, melinonine-E, was accomplished.

Mn(III)-mediated reactions of cyclopropanols with vinyl azides: Synthesis of pyridine and 2-azabicyclo[3.3.1]non-2-en-1-ol derivatives

(Chemical Equation Presented) A Mn(III)-mediated divergent synthesis of substituted pyridines and 2-azabicyclo[3.3.1]non-2-en-1-ol derivatives was exploited using readily available vinyl azides and cyclopropanols with a wide range of substituents. In short, the reactions of vinyl azides with monocyclic cyclopropanol provided pyridines in the presence of Mn(acac)3 (1.7 equiv), whereas those with bicyclic cyclopropanols led to the formation of 2-azabicyclo[3.3.1]non-2-en-1-ol derivatives using a catalytic amount of Mn(acac)3. These reactions may be initiated by a radical addition of β-keto radicals, generated by the one-electron oxidation of cyclopropanols, to vinyl azides to give iminyl radicals, which would cyclize with the intramolecular carbonyl groups. In addition, versatile transformations of 2-azabicyclo[3.3.1] non-2-en-1-ol to 2-azabicyclo[3.3.1]nonane or -non-2-nen frameworks were developed.