CAS: 90-14-2; 1-Iodonaphthalene

该化合物是一种有机化合物,其特征是存在与氯化萘结构相连的碘原子,具体地说,在1位位置上;它有分子式的C10H7I, 被归类为卤化物;该化合物一般是白色的黄色固态,以水中的溶性相对较低闻名,但在乙醚和苯等有机溶剂中的溶性较高而闻名. 1-Iodonaphene 因其在有机合成中的应用而引人注目,特别是在涉及核生殖器替代的反应和各种化学变异中的试剂方面.它可以参与交叉相交反应,使其在复杂的有机分子合成中具有价值.此外,它在标准条件下表现出中度稳定性,但应当因碘原子的再活性而得到谨慎处理.其特性,如熔点和沸点,可以因纯度和环境条件而不同而不同.

结构式图片

相似化合物

1730-04-7 612-55-5 36316-88-8

物理性质

MSDS等安全信息

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

CAS号13922-41-3 1-萘硼酸 | CAS号90-11-9 1-溴代萘 | CAS号166328-07-0 1-萘三氟硼酸钾 | CAS号91-20-3 萘 | CAS号134-32-7 1-萘胺 | CAS号21792-52-9 1,2-二乙炔基苯 | CAS号85-47-2 1-萘磺酸 | CAS号86-55-5 1-萘甲酸 | CAS号85-46-1 1-萘磺酰氯 | CAS号879-18-5 1-萘甲酰氯 | CAS号111686-30-7 3-naphthalen-1-... | CAS号91-20-3 萘 | CAS号607-53-4 1-naphthalen-1-... | CAS号111220-26-9 1-(3-naphthalen... | CAS号109251-88-9 (3-methoxypheny... | CAS号604-53-5 1,1'-联萘 | CAS号6839-11-8 3-methoxy-α-(1-... | CAS号532-18-3 2,2-二萘胺 | CAS号32316-92-0 2-萘硼酸

合成工艺路线路线简述

  • 18052-80-7 = 90-14-2
    反应条件:1.1 Reagents: N-Iodosuccinimide Solvents: Acetonitrile; 12 H,Rt
    标题:Nickel-Catalyzed Cross-Coupling Reaction Of Carbamates With Silylmagnesium Reagents
    作者:Murugesan,Vetrivelan; Balakrishnan,Venkadesh; Rasappan,Ramesh
    参考文献:Journal Of Catalysis 日期:2019 卷标:377 页码:293-298]

    = 90-14-2
    反应条件:1.1 Reagents: Cuprous Iodide,Potassium Nitrite,Hydrogen Iodide Solvents: Dimethyl Sulfoxide,Water; 30 Min,35 °C
    标题:Efficient One-Pot Transformation Of Aminoarenes To Haloarenes Using Halodimethylsulfonium Halides Generated In Situ
    作者:Baik,Woonphil; Luan,Wanqiang; Lee,Hyun Joo; Yoon,Cheol Hun; Koo,Sangho; Et Al
    参考文献:Canadian Journal Of Chemistry 日期:2005 卷标:83(3) 页码:213-219]

    90-11-9 = 90-14-2
    反应条件:1.1 Reagents: Potassium Iodide Catalysts: L-Proline,Copper Oxide (Cu2O) Solvents: Ethanol; 30 H,110 °C
    标题:Copper-Catalyzed Conversion Of Aryl And Heteroaryl Bromides Into The Corresponding Iodide
    作者:Feng,Xiujuan; Li,Lingyu; Yu,Xiaoqiang; Yamamoto,Yoshinori; Bao,Ming
    参考文献:Catalysis Today 日期:2016 卷标:274 页码:129-132]

    13922-41-3 = 90-14-2
    反应条件:1.1 Reagents: N-Iodosuccinimide Catalysts: Potassium Acetate Solvents: Acetonitrile; 4 H,50 °C; 50 °C -> Rt1.2 Reagents: Sodium Thiosulfate Solvents: Diethyl Ether,Water; Rt
    标题:Mechanism Of Cu-Catalyzed Aryl Boronic Acid Halodeboronation Using Electrophilic Halogen: Development Of A Base-Catalyzed Iododeboronation For Radiolabeling Applications
    作者:Molloy,John J.; O'Rourke,Kerry M.; Frias,Carolina P.; Sloan,Nikki L.; West,Matthew J.; Et Al
    参考文献:Organic Letters 日期:2019 卷标:21(7) 页码:2488-2492]

    = 90-14-2
    反应条件:1.1 Reagents: Sulfuric Acid Solvents: Water; Rt; Rt -> -25 °C1.2 Reagents: Sodium Nitrite Solvents: Water; -25 °C; 20 Min,-25 °C1.3 Reagents: Potassium Iodide Solvents: Water; -25 °C; > 1 Min,80 °C1.4 Reagents: Sodium Hydroxide Solvents: Water; Neutralized
    标题:A Robust Microfluidic Device For The Synthesis And Crystal Growth Of Organometallic Polymers With Highly Organized Structures
    作者:Liu,Xiao; Yi,Qiaolian; Han,Yongzhen; Liang,Zhenning; Shen,Chaohua; Et Al
    参考文献:Angewandte Chemie 日期:2015 卷标:54(6) 页码:1846-1850]

    13922-41-3 = 90-14-2
    反应条件:1.1 Reagents: Potassium Iodide,Oxygen Catalysts: 1,10-Phenanthroline,Copper Bromide (Cubr); 20 H,80 °C
    标题:Copper-Catalyzed Halogenation Of Arylboronic Acids
    作者:Zhang,Guangyou; Lv,Guanglei; Li,Liping; Chen,Fan; Cheng,Jiang
    参考文献:Tetrahedron Letters 日期:2011 卷标:52(16) 页码:1993-1995]

    13922-41-3 = 90-14-2
    反应条件:1.1 Reagents: Hydroquinone,Perfluoroisopropyl Iodide,Oxygen Catalysts: Copper Solvents: Dimethylformamide; 24 H,Rt
    标题:Copper-Mediated Aerobic Iodination And Perfluoroalkylation Of Boronic Acids With (Cf3)2Cfi At Room Temperature
    作者:Liu,Xi-Hai; Leng,Jing; Jia,Su-Jiao; Hao,Jian-Hong; Zhang,Fanglin; Et Al
    参考文献:Journal Of Fluorine Chemistry 日期:2016 卷标:189 页码:59-67]

    875816-22-1 = 90-14-2
    反应条件:1.1 Reagents: N-Iodosuccinimide Solvents: Dimethylformamide; 4 H,Rt1.2 Reagents: Sodium Thiosulfate Solvents: Water; Rt
    标题:Orthogonal Stability And Reactivity Of Aryl Germanes Enables Rapid And Selective (Multi)Halogenations
    作者:Fricke,Christoph; Deckers,Kristina; Schoenebeck,Franziska
    参考文献:Angewandte Chemie 日期:2020 卷标:59(42) 页码:18717-18722]

    1144-13-4 = 90-14-2
    反应条件:1.1 Reagents: Zinc Catalysts: Dichloro[1,2-Di(Methoxy-Ko)Ethane]Nickel,N,N′-(1,2-Dimethyl-1,2-Ethanediylidene)Bis[2,6-Bis(1-Methylethyl)Benzenamine Solvents: Dimethylformamide; 30 Min,Rt1.2 Solvents: Dimethylformamide; 20 H,Rt; Rt -> 0 °C1.3 Reagents: Iodine; 10 Min,0 °C1.4 Reagents: Sodium Sulfite,Ammonium Chloride Solvents: Water
    标题:Generation Of Organozinc Reagents By Nickel Diazadiene Complex Catalyzed Zinc Insertion Into Aryl Sulfonates
    作者:Klein,Philippe; Lechner,Vivien Denise; Schimmel,Tanja; Hintermann,Lukas
    参考文献:Chemistry - A European Journal 日期:2020 卷标:26(1) 页码:176-180]

    90-11-9 = 90-14-2
    反应条件:1.1 Reagents: Sodium Iodide Catalysts: N,N′-Dimethylethylenediamine,Cuprous Iodide Solvents: 1,4-Dioxane; 24 - 72 H,105 °C
    标题:Pseudo Five-Component Synthesis Of 2,5-Di(Hetero)Arylthiophenes Via A One-Pot Sonogashira-Glaser Cyclization Sequence
    作者:Urselmann,Dominik; Antovic,Dragutin; Mueller,Thomas J. J.
    参考文献:Beilstein Journal Of Organic Chemistry 日期:2011 卷标:7 页码:1499-1503]

    166328-07-0 = 90-14-2
    反应条件:1.1 Reagents: Chloramine-T,Sodium Iodide Solvents: Tetrahydrofuran,Water; 10 Min,Rt1.2 Reagents: Sodium Thiosulfate Solvents: Water; Rt
    标题:A Facile Synthesis Of Aryl Iodides Via Potassium Aryltrifluoroborates
    作者:Kabalka,George W.; Mereddy,Arjun R.
    参考文献:Tetrahedron Letters 日期:2004 卷标:45(2) 页码:343-345]

    13922-41-3 = 90-14-2
    反应条件:1.1 Reagents: Sodium Iodide Solvents: Methanol,Water; 2 H,40 °C
    标题:Transition Metal-Free Electrocatalytic Halodeborylation Of Arylboronic Acids With Metal Halides Mx (X = I,Br) To Synthesize Aryl Halides
    作者:Fu,Zhengjiang; Hao,Guangguo; Fu,Yaping; He,Dongdong; Tuo,Xun; Et Al
    参考文献:Organic Chemistry Frontiers 日期:2020 卷标:7(3) 页码:590-595]

    = 90-14-2
    反应条件:1.1 Reagents: Potassium Iodide,Potassium Bromate Catalysts: Hydrochloric Acid Solvents: Acetic Acid,Water; 3 H,80 °C
    标题:A Convenient Procedure For The Iodination Of Arenes
    作者:Sathiyapriya,R.; Karunakaran,R. Joel
    参考文献:Journal Of Chemical Research 日期:2006 卷标:(9) 页码:575-576]

    90-11-9 = 90-14-2
    反应条件:1.1 Catalysts: Bis(1,5-Cyclooctadiene)Nickel,2761771-64-4 Solvents: Cyclopentanol; 15 Min,100 °C1.2 10 Min,Rt1.3 Reagents: Sodium Iodide; 2 Min,Rt; 40 H,Rt
    标题:Synthesis Of (Hetero)Aryl/alkenyl Iodides Via Ni-Catalyzed Finkelstein Reaction From Bromides Or Chlorides
    作者:Liang,Jian-Xing; Yang,Peng-Fei; Shu,Wei
    参考文献:Organometallics 日期:2022 卷标:41(24) 页码:3795-3800]

    13922-41-3 = 90-14-2
    反应条件:1.1 Reagents: Dimethyl Sulfoxide,Lithium Iodide Solvents: 1,1,1,3,3,3-Hexafluoro-2-Propanol; 8 H,100 °C
    标题:Hydrogen-Bond-Donor Solvents Enable Catalyst-Free (Radio)-Halogenation And Deuteration Of Organoborons
    作者:Yang,Yi; Gao,Xinyan; Zeng,Xiaojun; Han,Junbin; Xu,Bo
    参考文献:Chemistry - A European Journal 日期:2021 卷标:27(4) 页码:1297-1300]

    2243-55-2 = 90-14-2
    反应条件:1.1 Reagents: Potassium Acetate,Iodine Solvents: 1,4-Dioxane; 6 H,90 °C
    标题:A Novel Approach To Access Aryl Iodides And Disulfides Via Dehydrazination Of Arylhydrazines And Arylsulfonylhydrazides
    作者:Balgotra,Shilpi; Kumar Verma,Praveen; Kour,Jaspreet; Gupta,Sorav; Vishwakarma,Ram A.; Et Al
    参考文献:Chemistryselect 日期:2018 卷标:3(10) 页码:2800-2804]

    13922-41-3 = 90-14-2
    反应条件:1.1 Reagents: Potassium Carbonate,Iodine Solvents: Acetonitrile; 9 H,80 °C
    标题:Metal-Free Iodination Of Arylboronic Acids And The Synthesis Of Biaryl Derivatives
    作者:Niu,Liting; Zhang,Hao; Yang,Haijun; Fu,Hua
    参考文献:Synlett 日期:2014 卷标:25(7) 页码:995-1000]

    15511-25-8 = 90-14-2
    反应条件:1.1 Reagents: Tetrabutylammonium Iodide Solvents: Acetonitrile1.2 Reagents: Water Solvents: Diethyl Ether
    标题:Halodediazoniations Of Dry Arenediazonium O-Benzenedisulfonimides In The Presence Or Absence Of An Electron Transfer Catalyst. Easy General Procedures To Prepare Aryl Chlorides,Bromides,And Iodides
    作者:Barbero,Margherita; Degani,Iacopo; Dughera,Stefano; Fochi,Rita
    参考文献:Journal Of Organic Chemistry 日期:1999 卷标:64(10) 页码:3448-3453
1-萘胺置于硫酸,Sodium Nitrite,Potassium Iodide体系中,用 水 作为反应溶剂,化学反应生成 1-碘萘
参考文献:无配体铜(0)催化的c−s乌尔曼型交叉偶联反应:5,4-二取代的2,4-二氢-3H-1,2,4-三唑-3-硫酮的s-芳基化
标题:无配体铜(0)催化的c−s乌尔曼型交叉偶联反应:5,4-二取代的2,4-二氢-3H-1,2,4-三唑-3-硫酮的s-芳基化
摘要:在无配体 Cu(0) 催化的 Ullmann 型反应条件下研究了 5,4-二取代 2,4-二氢-3H-1,2,4-三唑-3-硫酮的芳基化反应,结果表明该反应以化学选择性进行并形成s-芳基化产物.在一些情况下,当芳基化剂中存在吸电子基团时,反应可以在没有催化剂的情况下进行.
DOI:10.1002/ejoc.202400199

海关参考信息

专利信息


专利号:US-3933830-A
优先权日:1974-09-10
标 题 :Process for the synthesis of 4-(2-pyridylamido ethyl) piperidines
发明人：BARTH WAYNE E; KUHLA DONALD E
权利人:PFIZER
摘要:Disclosed herein is an improved process for the preparation of known hypoglycemic piperidinesulfamylureas of the structure ##EQU1## wherein R is selected from the group consisting of 3-(2-methoxy)pyridyl, 3-(2-ethoxy)pyridyl and 2-(4-chloro)pyridyl and R' is selected from the group consisting of bicyclo[2.2.1]hept-5-en-2-yl-endo-methyl, bicyclo[2.2.1]hept-2-yl-endo-methyl, 7-oxabicyclo[2.2.1]hept-2-yl-methyl, 1-adamantyl and cycloalkyl having from five to eight carbon atoms. n Said process comprises contacting 4-(2-pyridyl-amidoethyl) piperidine of the structure ##EQU2## with substantially one equivalent of sulfamide thereby exclusively sulfonating the piperidine nitrogen atom. Said 4-(2-pyridylamidoethyl)piperidines from the corresponding 4-(2-pyridylamidoethyl) pyridines by selectively activating the more basic nitrogen atom of said pyridine compound either by N-alkylation or by contact with acid and then exclusively reducing the activated pyridine ring with either hydrogen alone or in combination with a metal hydride. Said 4-(2-pyridylamidoethyl)pyridines are produced by contacting 4-(2-aminoethyl)pyridine with a pyridyl acid chloride of the formula R(C=O)Cl. The piperidine sulfonamides produced by the process of the instant invention are converted to the desired hypoglycemic agent by methods well-known to those skilled in the art. n The 4-(2-pyridylamidoethyl)pyridines and piperidines of the instant invention are themselves novel compounds useful as intermediates in the synthesis of piperidine sulfamylurea hypoglycemic agents.

专利号:WO-2024056117-A1
优先权日:2022-09-16
标题:Method of electrochemical synthesis of lambda5- iodanes derived from iodoarenes in water-based solutions
发明人：BYSTRON TOMAS; JIRASKO MARTIN; DEVADAS BALAMURUGAN; KVICALA JAROSLAV
权利人:VS CHEMICKO TECHNOLOGICKA V PRAZE
摘要:The present invention relates to a method for electrochemical synthesis of λ 5-iodanes, which comprises the following steps: i) providing an aqueous solution of iodoarene of general formula Ar-I, wherein Ar is (C6 to C10)aryl, which may optionally be substituted with one or more substituents selected from the group comprising (C1 to C6)alkyl, (C1 to C10)aryl, (C1 to C6)alkoxy group, -COOH, -SO3H, halogen, -NO2, -C(=O)-NHR, -C(=O)-NR2, wherein R is independently selected from the group comprising (C1 to C10)alkyl, linear methoxy-(C2 to C5)alkyl, (C1 to C6)trialkylammonium group; ii) placing the aqueous solution of iodoarene from step i) into an electrochemical cell (1), containing a cathode and an anode, wherein the cathode is the counter electrode (1f) and the anode is the working electrode (1g) and comprises a surface containing a boron doped diamond active layer possessing semiconducting or metallic conductivity, which is in direct contact with the aqueous solution of iodoarene; iii) determining the electrode potential of the anode at the anode; electrolyte interface suitable for the oxidation reaction of the iodoarene; iv) applying the electrode potential, determined in step iii), to the aqueous solution of iodoarene of general formula (I) to cause its oxidation into λ 5-iodane of general formula ArI(OR1)(OR2)(OR3)(OR4) and/or ArI(OR1)(OR2)(O) and/or ArIO2, wherein Ar is defined in step i), and R1, R2, R3, R4 are independently selected from the group comprising hydrogen; acyl, which may be attached to the same or different aromatic ring as the iodine atom; (C2 to C6)alkylacyl; sulfonyl group that may be attached to the same or different aromatic ring as iodine atom; (C2 to C6)alkylsulfonyl.

专利号:EP-1641729-B1
优先权日:2003-07-09
标题:Use of functionalized onium salts as a soluble support for organic synthesis
发明人：VAULTIER MICHEL; GMOUH SAID; HASSINE FATIMA
权利人:CENTRE NAT RECH SCIENT; UNIV RENNES
摘要:The invention relates to the use of a onium salt functionalized by at least one organic function, as a soluble support, in the presence of at least one organic solvent, for organic synthesis of a molecule, in a homogenous phase, by at least one transformation of said organic function. The onium salt enables the synthesized molecule to be released. The onium salt is present in liquid or solid form at room temperature and corresponds to formula A1+, X1-, wherein A1+ represents a cation and X1- represents an anion.

专利号:US-5239052-A
优先权日:1990-08-30
标 题 :Process for synthesis of aromatic sulfides
发明人：HAY ALLAN S; WANG ZHI Y
权利人:HAY ALLAN S; WANG ZHI Y
摘要:Aromatic sulfides including diarylsulfides and poly(arylene sulfides) are produced in a novel synthesis in high yield under moderate conditions by heating an aromatic disulfide in the presence of aromatic halide, in which the halide is chloride, bromide or iodide; the diaryl sulfides are useful precursors and starting materials for a range of compounds and the poly(arylene sulfides) are important high temperature engineering thermoplastics.

专利号:US-5177183-A
优先权日:1990-08-30
标 题:Process for synthesis of aromatic sulfides
发明人：HAY ALLAN S; WANG ZHI Y
权利人:HAY ALLAN S; WANG ZHI Y
摘要:Aromatic sulfides including diarylsulfides and poly(arylene sulfides) are produced in a novel synthesis in high yield under moderate conditions by heating an aromatic disulfide in the presence of aromatic halide, in which the halide is chloride, bromide or iodide; the diaryl sulfides are useful precursors and starting materials for a range of compounds and the poly(arylene sulfides) are important high temperature engineering thermoplastics.

专利号:WO-2015131100-A1
优先权日:2014-02-28
标题:Ligand-controlled c(sp3)-h arylation and olefination in synthesis of unnatural chiral alpha amino acids
发明人：YU JIN-QUAN
权利人:SCRIPPS RESEARCH INST
摘要:The use of ligands to tune the reactivity and selectivity of transition metal-catalysts for C(-sp3)-H bond functionalization is a central challenge in synthetic organic chemistry. Herein, we report a rare example of catalyst-controlled C(sp3)-H arylation using pyridine and quinoline derivatives: the former promotes exclusive monoarylation, whereas the latter activates the catalyst further to achieve diarylation. Successive application of these ligands enables the sequential diarylation of a methyl group in an alanine derivative with two different aryl iodides, affording a wide range of β-Ar-p-Ar ' -cc-amino acids with excellent levels of diastereoselectivity (d.r. > 20:1). Both configurations of the β-chiral center can be accessed by choosing the order in which the aryl groups are installed. The use of a quinoline derivative as a ligand also enables C(sp3)-H olefination of a protected alanine.

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主要参考文献

[参考文献]: Javier I Bardagí, Et Al. A Novel Approach To The Synthesis Of 6-Substituted Uracils In Three-Step, One-Pot Reactions. J Org Chem. 2008 Jun 20;73(12):4491-5.

合成参考文献


摘要:Black, D. A.; Fagnou, K., Science of Synthesis, (2010) 45, 591.
摘要:Toyota, S.; Iwanaga, T., Science of Synthesis, (2010) 45, 782.
摘要:Lin, W.-C.; Wu, Y.-T., Science of Synthesis, (2010) 45, 1020.
摘要:Negishi, E.; Wang, G., Science of Synthesis, (2010) 47, 1010.
摘要:Weibel, J.-M.; Blanc, A.; Pale, P., Science of Synthesis Knowledge Updates, (2018) 1, 94.
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