54682-58-5Relevant academic research and scientific papers
Palladium catalyzed aryl C-H amination with O2via in situ formation of peroxide-based oxidant(s) from dioxane
Weinstein, Adam B.,Stahl, Shannon S.
, p. 4301 - 4307 (2014)
(DAF)Pd(OAc)2 (DAF = 4,5-diazafluorenone) catalyzes aerobic intramolecular aryl C-H amination with N-benzenesulfonyl-2-aminobiphenyl in dioxane to afford the corresponding carbazole product. Mechanistic studies show that the reaction involves i
Nickel-Catalyzed Reductive Cross-Coupling of N-Acyl and N-Sulfonyl Benzotriazoles with Diverse Nitro Compounds: Rapid Access to Amides and Sulfonamides
Qu, Erdong,Li, Shangzhang,Bai, Jin,Zheng, Yan,Li, Wanfang
supporting information, p. 58 - 63 (2021/12/27)
Herein we report a Ni-catalyzed reductive transamidation of conveniently available N-acyl benzotriazoles with alkyl, alkenyl, and aryl nitro compounds, which afforded various amides with good yields and a broad substrate scope. The same catalytic reaction conditions were also applicable for N-sulfonyl benzotriazoles, which could undergo smooth reductive coupling with nitroarenes and nitroalkanes to afford the corresponding sulfonamides.
Method for electrochemically synthesizing carbazole compounds
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Paragraph 0058-0062; 0108-0118, (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
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.
Silver-copper co-catalyzed cascade intramolecular cyclization/desulfinamide/dehydrogenation: One-pot synthesis of substituted carbazoles
Huang, Yuanqiong,Guo, Zhonglin,Song, Hongjian,Liu, Yuxiu,Wang, Qingmin
, p. 7143 - 7146 (2018/07/05)
Herein, a silver and copper co-catalyzed cascade intramolecular cyclization/desulfinamide/dehydrogenation reaction for the synthesis of substituted carbazoles is reported. This reaction, which involved formation of new C-C and C-N bonds as well as C-N bond cleavage, afforded diverse carbazoles in high yields and showed good functional group tolerance.
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.
Transition-metal-free and organic solvent-free conversion of N-substituted 2-aminobiaryls into corresponding carbazoles via intramolecular oxidative radical cyclization induced by peroxodisulfate
Natarajan, Palani,Priya,Chuskit, Deachen
supporting information, p. 5854 - 5861 (2017/12/26)
An atom-economical and environmentally benign approach for the synthesis of N-substituted carbazoles from analogous 2-aminobiaryls using peroxodisulfate in water is reported. The reactions proceeded through an intramolecular oxidative radical cyclization
Mechanistic insight into thermal 1,3- and 1,5-sulfonyl migrations of N-arenesulfonylphenothiazines and N-arenesulfonylphenoxazines
Wang, Jiandong,Son, Kwon-Il,Xu, Jiaxi
, p. 1637 - 1649 (2016/08/16)
The substrate scope and mechanistic insight of the thermal-induced 1,3- and 1,5-sulfonyl migration reactions of various sulfonamides have been investigated. The results indicate that both N-arenesulfonylphenothiazines and N-arenesulfonylphenoxazines can u
Synthesis of Carbazoles by a Merged Visible Light Photoredox and Palladium-Catalyzed Process
Choi, Sungkyu,Chatterjee, Tanmay,Choi, Won Joon,You, Youngmin,Cho, Eun Jin
, p. 4796 - 4802 (2015/08/18)
Carbazoles have attracted great interest in recent years for a variety of applications in organic and medicinal chemistry as well as in materials science. In this work, an efficient method for the synthesis of carbazoles through the intramolecular C-H bon
Intramolecular oxidative C-N bond formation for the synthesis of carbazoles: Comparison of reactivity between the copper-catalyzed and metal-free conditions
Cho, Seung Hwan,Yoon, Jungho,Chang, Sukbok
supporting information; experimental part, p. 5996 - 6005 (2011/06/11)
New synthetic procedures for intramolecular oxidative C-N bond formation have been developed for the preparation of carbazoles starting from N-substituted amidobiphenyls under either Cu-catalyzed or metal-free conditions using hypervalent iodine(III) as an oxidant. Whereas iodobenzene diacetate or bis(trifluoroacetoxy)iodobenzene alone undergoes the reaction to provide carbazole products in moderate to low yields, combined use of copper(II) triflate and the iodine(III) species significantly improves the reaction efficiency, giving a more diverse range of products in good to excellent yields. On the basis of mechanistic studies including kinetic profile, isotope effects, and radical inhibition experiments, the copper species is proposed to catalytically activate the hypervalent iodine(III) oxidants. The synthetic utility of the present approach was nicely demonstrated in a direct synthesis of indolo[3,2-b]carbazole utilizing a double C-N bond formation.
