111296-91-4Relevant articles and documents
Reactions of 2,3'-biindolyl: Synthesis of indolo[3,2-a]carbazoles
Janosik, Tomasz,Bergman, Jan
, p. 2371 - 2380 (1999)
2,3'-Biindolyl (9) has been transformed into indolo[3,2-a]carbazoles 16a-b by means of formal [4 + 2] cycloadditions with co-formation of the Michael adducts 17a-b. The parent indolo[3,2-a]carbazole (6) has been prepared in one step from 9 in excellent yield. Several 3-substituted 2,3'- biindolyls have also been prepared in good yields and underwent further transformations, demonstrating the versatility of 2,3'-biindolyl (9) as a building block for synthesis of indolo[3,2-a]carbazoles.
Synthesis of 2-(9H-carbazol-1-yl)anilines from 2,3′-biindolyl and ketones
Noland, Wayland E.,Brown, Christopher D.,Zabronsky, Abigail E.,Tritch, Kenneth J.
, p. 2391 - 2404 (2018)
Twenty-nine examples of 2-(9H-carbazol-1-yl)anilines were obtained in yields from 27 to 95% by refluxing 2,3′-biindolyl (1 equiv.) and ketones (1 equiv.) in ethanolic HCl. Alkyl, cyclic, and aryl ketones were found to be compatible with this method, however, aldehydes are not. Because the reaction proceeds by addition of the carbonyl C atom to the biindolyl 3-position, this method has high regioselectivity. One example is presented of bridging the two N atoms in the carbazolylaniline product with an acetaldehyde synthon to give a benzodiazepino[lm]carbazole. Also, one example is given of installing a dimethylamino group at the α-position of the starting ketone to give an indolo[3,2-c]carbazole.
Synthetic method of indolocarbazole derivative and preparation method of long afterglow material of indolocarbazole derivative
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Paragraph 0037-0040, (2021/10/05)
The invention discloses a synthetic method of an indolocarbazole derivative. The synthetic method is characterized in that a reaction formula is shown in a formula 1 or other formulas 4. The novel method is used for synthesizing the indolocarbazole derivative, so that the reaction time is greatly shortened, the yield is improved, and the production cost is reduced.
Organic electroluminescent element
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, (2018/06/08)
Provided is an organic electroluminescent device (EL device) using an indolocarbazole compound. The organic EL device is obtained by laminating an anode, a plurality of organic layers including a phosphorescent light-emitting layer, and a cathode on a substrate, and the phosphorescent light-emitting layer, a hole-transporting layer, an electron-transporting layer, a hole-blocking layer, or an electron-blocking layer contains an indolocarbazole compound represented by the general formula (1). In the general formula (1), a ring I and a ring II represent rings represented by the formula (1a) and the formula (1b) to be fused to adjacent rings, As each represent C—R or N and at least one of As represents N, Ls each represent a substituted or unsubstituted aromatic hydrocarbon group, or a substituted or unsubstituted aromatic heterocyclic group, and at least one of Ls represents a two- to four-ring fused heterocyclic group, Rs each represent an aliphatic hydrocarbon group, an aromatic hydrocarbon group, or an aromatic heterocyclic group, ps each represent an integer of from 0 to 4, q represents an integer of from 0 to 2, r represents an integer of from 1 to 4, X1 to X4 each represent an aromatic hydrocarbon group or an aromatic heterocyclic group, and l, m, and n each represent an integer of from 0 to 5.