23149-33-9Relevant academic research and scientific papers
Mild and regioselective iodination of electron-rich aromatics with N-iodosuccinimide and catalytic trifluoroacetic acid
Castanet, Anne-Sophie,Colobert, Fran?oise,Broutin, Pierre-Emmanuel
, p. 5047 - 5048 (2002)
A variety of aromatics compounds substituted with methoxy or methyl groups were regioselectively iodinated with N-iodosuccinimide and catalytic trifluoroacetic acid with excellent yields under mild conditions and short reaction times.
'Green' iodination of dimethoxy- and trimethoxy-substituted aromatic compounds using an iodine-hydrogen peroxide combination in water
Pavlinac, Jasminka,Zupan, Marko,Stavber, Stojan
, p. 2603 - 2607 (2006)
Mild iodination using iodine and a 30% solution of hydrogen peroxide as oxidant was performed in water. The method proved to be efficient and selective for the introduction of iodine into dimethoxybenzenes, trimethoxybenzenes, and dimethoxy- and trimethox
Mild and regiospecific nuclear iodination of methoxybenzenes and naphthalenes with N-iodosuccinimide in acetonitrile
Carreno, M. Carmen,Garcia Ruano, Jose L.,Sanz, Gema,Toledo, Miguel A.,Urbano, Antonio
, p. 4081 - 4084 (1996)
A wide range of methoxy substituted benzenes and naphthalenes were regiospecifically iodinated at para position with N-iodosuccinimide in acetonitrile under mild conditions in excellent yields. Methylanisoles afforded only nuclear iodination products.
Inexpensive NaX (X = I, Br, Cl) as a halogen donor in the practical Ag/Cu-mediated decarboxylative halogenation of aryl carboxylic acids under aerobic conditions
Fu, Zhengjiang,Jiang, Ligao,Zuo, Qianming,Li, Zhaojie,Liu, Yanzhu,Wei, Zhenhong,Cai, Hu
supporting information, p. 5416 - 5421 (2018/08/12)
Versatile and practical Ag/Cu-mediated decarboxylative halogenation between readily available aryl carboxylic acids and abundant NaX (X = I, Br, Cl) has been achieved under aerobic conditions in moderate to good yields. The halodecarboxylation is shown to be an effective strategy for S-containing heteroaromatic carboxylic acid and benzoic acids with nitro, chloro and methoxyl substituents at the ortho position. A gram-scale reaction and a three-step procedure to synthesize iniparib have been performed to evaluate the practicality of this protocol. A preliminary mechanistic investigation indicates that Cu plays a vital role and a radical pathway is involved in the transformation.
One-pot solvent-free synthesis of triaryl- and triheteroarylmethanes by Bi(OTf)3-catalyzed Friedel-Crafts reaction of arenes/heteroarenes with trialkyl orthoformates
Tuengpanya, Surisa,Chantana, Chayamon,Sirion, Uthaiwan,Siritanyong, Wipada,Srisook, Klaokwan,Jaratjaroonphong, Jaray
, p. 4373 - 4380 (2018/07/21)
A convenient, practical and highly efficient one-pot method has been developed for the synthesis of triaryl- and triheteroarylmethane derivatives by Bi(OTf)3-catalyzed Friedel-Crafts alkylation of trialkyl orthoformates in combination with a wide variety of arenes/heteroarenes at room temperature under solvent-free conditions and in an air atmosphere. The methodology offers an operational simplicity, high atom economy and environmentally benign procedure. Furthermore, selected compound 3k showed promising anti-inflammatory activity with inhibition nitric oxide and did not exhibit significant cytotoxic effects on macrophage cells.
Synthetic method of aryl halide taking aryl carboxylic acid as raw material
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Paragraph 0133, (2018/01/03)
A synthetic method of an aryl halide taking aryl carboxylic acid as a raw material is characterized in that a corresponding aryl halide is formed by carrying out substitution reaction on an aryl carboxylic acid compound and haloid salt MX in an organic solvent under the condition that oxygen, a silver catalyst, a copper additive and a bidentate nitrogen ligand exist, wherein M in MX represents alkali metal or alkaline earth metal, and X represents F, Cl, Br or I. Compared with a conventional aryl halide synthetic method, the synthetic method disclosed by the invention has the obvious advantages that reaction raw materials (comprising aryl carboxylic acid and MX) are cheap and easy to obtain, the using amount of a metal catalyst is small, pollution to the environment when the oxygen is used as an oxidant is the smallest, good tolerance to various functional groups on an aromatic ring is obtained, the yield is high, and the like. The synthetic method disclosed by the invention can be widely applied to synthesis in the fields of medicine, materials, natural products and the like in industry and academia.
Synthetic method of marine natural product Puupehenol
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Paragraph 0013, (2017/06/02)
The invention relates to a synthetic method of a marine natural product Puupehenol, and belongs to the field of chemical synthesis. The synthetic method comprises the steps: taking (+) aromatic perillaldehyde and hydroxyquinol as starting raw materials, f
Decarboxylative Halogenation and Cyanation of Electron-Deficient Aryl Carboxylic Acids via Cu Mediator as Well as Electron-Rich Ones through Pd Catalyst under Aerobic Conditions
Fu, Zhengjiang,Li, Zhaojie,Song, Yuanyuan,Yang, Ruchun,Liu, Yanzhu,Cai, Hu
, p. 2794 - 2803 (2016/04/26)
Simple strategies for decarboxylative functionalizations of electron-deficient benzoic acids via using Cu(I) as promoter and electron-rich ones by employing Pd(II) as catalyst under aerobic conditions have been established, which lead to smooth synthesis of aryl halides (-I, Br, and Cl) through the decarboxylative functionalization of benzoic acids with readily available halogen sources CuX (X = I, Br, Cl), and easy preparation of benzonitriles from decarboxylative cyanation of aryl carboxylic acids with nontoxic and low-cost K4Fe(CN)6 under an oxygen atmosphere for the first time.
Short Enantioselective Total Synthesis of Tatanan A and 3-epi-Tatanan A Using Assembly-Line Synthesis
Noble, Adam,Roesner, Stefan,Aggarwal, Varinder K.
supporting information, p. 15920 - 15924 (2016/12/16)
Short and highly stereoselective total syntheses of the sesquilignan natural product tatanan A and its C3 epimer are described. An assembly-line synthesis approach, using iterative lithiation–borylation reactions, was applied to install the three contiguo
First total synthesis of antrocamphin A and its analogs as anti-inflammatory and anti-platelet aggregation agents
Lee, Chia-Lin,Huang, Chi-Huan,Wang, Hui-Chun,Chuang, Da-Wei,Wu, Ming-Jung,Wang, Sheng-Yang,Hwang, Tsong-Long,Wu, Chin-Chung,Chen, Yeh-Long,Chang, Fang-Rong,Wu, Yang-Chang
supporting information; experimental part, p. 70 - 73 (2011/02/23)
Naturally occurring antrocamphin A (1) is a potent anti-inflammatory compound from the edible fungus Antrodia camphorata (Taiwanofungus camphoratus), whose wild fruiting body is used as a valuable folk medicine in Taiwan. This study is the first total syn
