239137-40-7

Upstream product

• 504-29-0 2-aminopyridine 
• 583-55-1 1-Bromo-2-iodobenzene 
• 5029-67-4 2-iodopyridine 
• 615-36-1 2-bromoaniline 
• 583-53-9 2,3-dibromobenzene 

Downstream Products

• 23866-67-3 9-(2-pyridyl)carbazole 
• 1352932-75-2 C₁₇H₁₁⁽²⁾HN₂ 
• 1256380-82-1 (N-([1,1′-biphenyl]-2-yl)pyridin-2-amine) 
• 1352932-73-0 C₁₇H₁₃⁽²⁾HN₂ 
• 1243273-04-2 N-(2-deuteriophenyl)-2-aminopyridine 

Relevant academic research and scientific papers

Synthesis of pyrido[2,1- b ]quinazolin-11-ones and dipyrido[1,2-a:2′,3′- d ]pyrimidin-5-ones by Pd/DIBPP-catalyzed dearomatizing carbonylation

N-Fused heterocycles can be easily synthesized by palladium-catalyzed dearomatizing carbonylation using 1,3-bis(diisobutylphosphino)propane (DIBPP) as the ligand. Pyrido[2,1-b]quinazolin-11-ones were obtained from N-(2-bromophenyl)pyridine-2-amines in up to quantitative yield and dipyrido[1,2-a:2′,3′-d]pyrimidin-5-ones from 3-bromo-N-(pyridine-2-yl)pyridine-2-amines in up to 84% yield. The cyclocarbonylation can be also realized without isolation of compound 1 and additional palladium catalyst.

Palladium(II)-Catalyzed One-Pot Syntheses of 9-(Pyridin-2-yl)-9H-carbazoles through a Tandem C-H Activation/C-X (X=C or N) Formation Process

A new one-pot synthesis of 9-(pyridin-2-yl)-9H-carbazoles through the simultaneous C-H activation and palladium(II)-catalyzed cross-coupling of N-phenylpyridin-2-amines with potassium aryltrifluoroborates is presented. Silver acetate and 1,4-dioxane proved to be the best oxidant and solvent, respectively. The product yields fluctuated from modest to excellent and the reaction showed sufficient functional group tolerance. p-Benzoquinone served as an important ligand for the transmetalation and reductive elimination steps in the catalytic process. The kinetic isotope effects (kH/kD) for the first and second C-H activation/C-C or C-N formation steps were measured as 2.14 and 1.18, respectively. Finally, a rational catalytic mechanism is presented based on all experimental evidence. Thrown together to perform: A variety of N-pyridylcarbazoles were synthesized through concurrent C-H activation/coupling of N-phenylpyridin-2-amines with potassium aryltrifluoroborates (see scheme; BQ=p-benzoquinone). The catalytic mechanism was elucidated by the examination of X-ray crystal structures of PdII intermediates and key products, as well as control experiments and kinetic isotope effect studies. Copyright

Novel synthetic strategy of carbolines via palladium-catalyzed amination and arylation reaction

Four parent carbolines and the corresponding 5- or 9-methylsulfonyl derivatives were synthesized by the palladium-catalyzed intramolecular arylation reaction of ortho-bromo-substituted anilinopyridines which were prepared by the palladium-catalyzed amination reaction of iodobenzenes with aminopyridines. Carbazole and its 9-methylsulfonyl derivative were also synthesized by the same method.