3165-71-7Relevant academic research and scientific papers
Reactions of 1-tosyl-3-substituted indoles with conjugated dienes under thermal and/or high-pressure conditions
Biolatto,Kneeteman,Paredes,Mancini
, p. 3906 - 3912 (2001)
The behavior of 1-tosyl-3-acetylindole (1a), N,N-diethyl-17tosyl-3-indoleglyoxylamide (1b), and 1-tosyl-3-nitroindole (1c) as dienophiles in Diels-Alder reactions under thermal and/or high-pressure conditions was explored with different dienes: isoprene (
Fine-tuning hydroxylamines as single-nitrogen sources for Pd(0)-catalyzed diamination of o-bromo(or chloro)-biaryls
Bai, Jiaxing,Ding, Pin,Han, Lingbo,Liu, Jingjing,Luan, Xinjun
, (2022/03/19)
Transition metal-catalyzed diamination by hydroxylamines is a common approach for making three-membered aziridines, while its use for building the larger N-heterocycles is still underdeveloped. Herein, we report an efficient Pd(0)-catalyzed inter-molecular [4+1] annulation of o-bromo(or chloro)-biaryls with bifunctional secondary hydroxylamines for the one-step assembly of synthetically useful carbazoles. Noteworthily, a linchpin for this domino reaction was the judicious selection of both the amino-sources and Pd(0)-catalysts for enabling the prerequisite oxidative addition of aryl halides to Pd(0)-species in the presence of hydroxylamines with a labile N-O bond. [Figure not available: see fulltext.].
Method for electrochemically synthesizing carbazole compounds
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Paragraph 0098-0102, (2021/11/27)
The invention relates to a method for electrochemical synthesis of a carbazole compound. The method comprises the following steps: taking an N-substituted acylamino biphenyl derivative as a substrate,adding the substrate and an electrolyte into an organic
Electrochemical Palladium-Catalyzed Intramolecular C—H Amination of 2-Amidobiaryls for Synthesis of Carbazoles
Gao, Xinlong,Lei, Aiwen,Wang, Pan,Wang, Qingqing,Zhang, Heng,Zhang, Xiaojing
supporting information, p. 143 - 148 (2020/12/18)
The synthesis of carbazoles based on the electrochemical Pd-catalyzed intramolecular C—H amination of 2-amidobiaryls through oxidative cross coupling has been achieved under mild reaction conditions. The reaction can be carried out in undivided cell without the addition of external chemical oxidant. Besides good functional group compatibility, the desired carbazoles can be scaled up and modified easily. Compared with previous methods, this protocol affords a simple and sustainable avenue for the construction of carbazoles.
Preparation method of carbazole compound
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Paragraph 0034-0042; 0052-0063; 0065-0078, (2020/08/17)
The invention relates to a preparation method of a carbazole compound. The method comprises the following steps: adding a reaction substrate as shown in a formula (III) into a solvent for dissolving,adding cyclic diacyl peroxide and transition metal, and
Scalable Electrochemical Transition-Metal-Free Dehydrogenative Cross-Coupling Amination Enabled Alkaloid Clausines Synthesis
Zhang, Pan,Li, Baoying,Niu, Liwei,Wang, Ling,Zhang, Guofeng,Jia, Xiaofei,Zhang, Guoying,Liu, Siyuan,Ma, Li,Gao, Wei,Qin, Dawei,Chen, Jianbin
supporting information, p. 2342 - 2347 (2020/05/05)
Reported herein is an environmentally benign electrochemical C?H bond dehydrogenative amination protocol for the construction of privileged carbazole moiety with broad generality. Preliminary mechanistic investigations implied a radical reaction pathway.
Transition-Metal-Free and Visible-Light-Mediated Desulfonylation and Dehalogenation Reactions: Hantzsch Ester Anion as Electron and Hydrogen Atom Donor
Heredia, Micaela D.,Guerra, Walter D.,Barolo, Silvia M.,Fornasier, Santiago J.,Rossi, Roberto A.,Budén, Mariá E.
supporting information, p. 13481 - 13494 (2020/12/15)
Novel approaches for N- and O-desulfonylation under room temperature (rt) and transition-metal-free conditions have been developed. The first methodology involves the transformation of a variety of N-sulfonyl heterocycles and phenyl benzenesulfonates to the corresponding desulfonylated products in good to excellent yields using only KOtBu in dimethyl sulfoxide (DMSO) at rt. Alternately, a visible light method has been used for deprotection of N-methyl-N-arylsulfonamides with Hantzsch ester (HE) anion serving as the visible-light-absorbing reagent and electron and hydrogen atom donor to promote the desulfonylation reaction. The HE anion can be easily prepared in situ by reaction of the corresponding HE with KOtBu in DMSO at rt. Both protocols were further explored in terms of synthetic scope as well as mechanistic aspects to rationalize key features of desulfonylation processes. Furthermore, the HE anion induces reductive dehalogenation reaction of aryl halides under visible light irradiation.
Pd-Catalyzed Site-Selective Borylation of Simple Arenes via Thianthrenation?
Chen, Xiao-Yue,Huang, Yu-Hao,Zhou, Jian,Wang, Peng
supporting information, p. 1269 - 1272 (2020/08/13)
Site-selective borylation of simple arenes was realized in one pot via an electrophilic thianthrenation/Pd-catalyzed borylation sequence. The key to achieve this operatically simple process is the use of Pd catalysis, which could tolerate the solvent and acidic conditions used in the thianthrenation step. This protocol features mild conditions, broad functional group tolerance, and simple manipulations, and is suitable for late-stage functionalization of a wide range of pharmaceuticals and complex bioactive molecules.
Electron Transfer Photoredox Catalysis: Development of a Photoactivated Reductive Desulfonylation of an Aza-Heteroaromatic Ring
Qiang-Liu,Liu, Yu-Xiu,Song, Hong-Jian,Wang, Qing-Min
supporting information, p. 3110 - 3115 (2020/07/04)
Herein, we report a protocol for desulfonylation of aza-heteroaromatic rings via photoinduced electron transfer and hydrogen atom transfer. This general protocol has a wide substrate range and moderate to good yields. The utility of the method was demonstrated by the chemoselective desulfonylation of a molecule containing both an aliphatic and an aromatic sulfonamide. (Figure presented.).
The carbazole compound manufactured by the manufacturing method in the carbazole compound.
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Paragraph 0037-0040, (2020/10/19)
PROBLEM TO BE SOLVED: To provide a more simple method of manufacturing carbazoles which can be used industrially.SOLUTION: There is provided a manufacturing method of carbazoles including reacting 2-aminobiphenyls of which an amino group is represented by the formula (1), -NHR(1), where Rrepresents S(=O)R, C(=O)Ror an alkyl group having 1 to 3 carbon atoms, where Rrepresents a phenyl group may be substituted by an alkyl group having 1 to 2 carbon atoms or a nitro group, or an alkyl group having 1 to 3 carbon atoms, Rrepresents an alkyl group having 1 to 5 carbon atoms, with a sulfur-based solvent and oxygen in a presence of a heterogeneous catalyst carrying palladium, for example [P9-Type][UL-Type][P60-Type] provided by N.E. CHEMCAT CORPORATION and the like, at 110 to 130°C.
