54880-08-9

Upstream product

• 54879-94-6 N-phenyl-2,3-diphenylindole 
• 16096-33-6 1-phenyl-1H-indole 
• 189999-35-7 [1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate 
• 120-72-9 indole 
• 591-50-4 iodobenzene 
• 615-43-0 2-iodophenylamine 
• 90-41-5 2-phenylaniline 
• 2113-51-1 2-iodobiphenyl 
• 98-80-6 phenylboronic acid 
• 3900-89-8 2-Chlorobenzeneboronic acid 
• 132493-79-9 10-bromophenanthrene-9-amine 
• 2236-52-4 2,2'-diiodobiphenyl 

Relevant academic research and scientific papers

Pd-Catalyzed cascade cyclization of: O -alkynylanilines via C-H/C-N bond cleavage leading to dibenzo [a, c] carbazoles

A new and efficient Pd-catalyzed cascade cyclization of biaryl-tethered o-alkynylanilines for the formation of dibenzo[a,c]carbazole derivatives has been reported. The use of the alkyl-substituted tertiary anilines together with the combination of the PdCl2 catalyst with the MnO2 oxidant and PivOH is vital for giving rise to 5-endo cyclization, C-N bond cleavage, and C-H bond activation in a cascade manner to produce the corresponding products with structural diversity.

Annulative π-extension of indoles and pyrroles with diiodobiaryls by Pd catalysis: rapid synthesis of nitrogen-containing polycyclic aromatic compounds

A palladium-catalyzed one-step annulative π-extension (APEX) reaction of indoles and pyrroles that allows rapid access to nitrogen-containing polycyclic aromatic compounds is described. In the presence of palladium pivalate and silver carbonate, diverse indoles or pyrroles coupled with diiodobiaryls in a double direct C-H arylation manner to be transformed into the corresponding π-extended compounds in a single step. The newly developed catalytic system enables the use of various pyrroles and indoles as templates with a series of diiodobiaryls to provide structurally complicated and largely π-extended nitrogen-containing polycyclic aromatic compounds that are otherwise difficult to synthesize.

ORGANIC LIGHT COMPOUND AND ORGANIC LIGHT DEVICE USING THE SAME

PURPOSE: An organic electroluminescent device is provided to provide high luminance efficiency, high luminance, high color purity, and extremely improved life time. CONSTITUTION: An organic electroluminescent comprises a first electrode, a second electrode, and at least one organic layer between the first electrode and the second electrode. The organic layer comprises an organic luminescent compound in chemical formula F1a, F1b, or F2. In the chemical formulas, P1 and P2 is selected from a group consisting of a C5-40 aryl group, a C5-40 heteroaryl group, a C5-40 aryloxy group, a C5-40 arylamino group, C5-40 diarylamino group, C6-40 arylalkyl group, or a group forming a fused aliphatic ring, a fused aromatic ring, a fused heteroaliphatic ring, or a fused heteroaromatic ring together with a neighboring group.

"transition-metal-free" synthesis of carbazoles by photostimulated reactions of 2′-halo[1,1′-biphenyl]-2-amines

An efficient and simple protocol for the preparation of a series of 9H-carbazoles by photostimulated SRN1 substitution reactions is presented. Substituted 9H-carbazoles were synthesized in low to excellent yields (up to 96%) through an intramolecular C-N bond formation of 2′-halo[1,1′-biphenyl]-2-amines by the photoinitiated SRN1 mechanism under mild and "transition-metal-free" conditions. The biphenylamines used as substrates were obtained with isolated yields ranging from 21% to 84% by two approaches: (A) the cross-coupling Suzuki-Miyaura reaction and (B) the radical arylation of anilines. Some key aspects of the proposed mechanism were evaluated at the B3LYP/6-311+G? level.

Palladium catalyzed dual C-H functionalization of indoles with cyclic diaryliodoniums, an approach to ring fused carbazole derivatives

Palladium(ii)-catalyzed dual C-H functionalization of indoles with cyclic diaryliodoniums was successfully achieved, providing a concise method to synthesize dibenzocarbazoles. In a single operation, two C-C bonds and one ring were formed. The reaction was ligand free and tolerated air and moisture conditions.

Electron transfer reactions. Reaction of nitrogen heterocycles with potassium

The results of our studies on potassium-induced transformations of some selected nitrogen heterocycles are presented.The substrates under investigation include 2,3-diphenylindole (1a), 2,3-diphenyl-1-methylindole (1b), 1,2,3-triphenylindole (1c), 2,3,4,5-tetraphenylpyrrole (5a), 1,2,3,5-tetraphenylpyrrole (5b), 1-benzyl-2,3,5-triphenylpyrrole (5c), 2,4,5-triphenyloxazole (15a), 4,5-diphenyl-2-methyloxazole (15b), 2,4-diphenyl-5-methyloxazole (15c), and 2,4,5-triphenylimidazole (19).Treatment of 1a with potassium in THF gave 9H-dibenzocarbazole (3a), whereas 1c gave a mixture of 9-phenyl-9H-dibenzocarbazole (3c) and 2,3-diphenylindole (1a).Under identical conditions, 1b gave only the cleavage product 1a.In contrast, when the reactions of 1a,c were carried out with potassium in THF saturated with oxygen, and with potassium superoxide in benzene containing 18-crown-6, a mixture of 2-benzamidobenzophenone (4a), the carbazoles 3a,c, and 1a was formed.Although no product was isolated on treatment of 5a with potassium in THF, the reaction of 5a with potassium in THF saturated with oxygen gave a mixture of tetraphenylpyrazine (7a), the benzoylaminostilbene 8a, the lactam 12a, benzamide (11a), and benzoic acid (14).Similar results were obtained in the reaction of 5a with potassium superoxide.The reaction of N-substituted pyrroles such as 5b,c with potassium gave the NH pyrrole 9b in each case, whereas the reaction of 5b,c with potassium in THF, saturated with oxygen, gave a mixture of 9b, the butanone 10b, the 1,4-dione 13b, the lactam 12b, the amides 11a-c, and benzoic acid (14).Attempted reactions of 5b,c with potassium superoxide did not give any isolable product; most of the starting material could be recovered unchanged in each case.A mixture of N-(1,2-diphenylethyl)benzamide (18a) and benzoic acid (14) was formed in the reaction of the oxazole 15a with potassium, whereas 15b,c, under analogous conditions, gave the N-vinylamides 17b,c and benzoic acid (14).In contrast, treatment of the imidazole 19 with potassium in THF did not give any product; however, when the reaction of 19 was carried out with potassium in THF saturated with oxygen, and with potassium superoxide, dibenzamide (21) was isolated, in each case.Radical ions have been invoked as intermediates in the transformation of the different substrates to the observed products.Cyclic voltammetric studies have been carried out to measure the reduction potentials of these radical anion intermediates.These radical anions have also been generated by pulse radiolysis in methanol, and their absorption spectra recorded.