CAS: 16066-91-4; 5-Iodo-1H-Indole

该化合物是一种化学化合物,其特点是由引信的苯和火花环组成的单极结构;在无珠环的5处放置的碘原子,其化学特性和反应作用受到显著影响;该化合物一般在室温时是固体,以其在药用化学中的潜在用途而著称,特别是因其生物活动而在研制药物方面的潜在用途;它可能具有诸如荧光等特性,并能够参与各种化学反应,包括电子替代和混合反应;碘代用品可增强该化合物的亲脂性,有可能影响其生物利用率和与生物目标的相互作用;此外,5-iodo-1H-indole可作为有机合成的有用中间体,允许引入其他功能组;与许多卤化化合物一样,考虑到其潜在的毒性和环境影响,必须小心处理它.

结构式图片

相似化合物

374818-66-3 115666-47-2 81038-38-2

欧盟法规

ECHA物质C&L通报

上下游产品

CAS号10075-50-0 5-溴吲哚 | CAS号114144-17-1 5-碘-1H-吲哚-3-甲醛 | CAS号331432-92-9 1-(tert-butyldi... | CAS号114144-16-0 6-碘吲哚啉 | CAS号331432-91-8 5-溴-1-(叔丁基二甲基硅基... | CAS号61995-51-5 1-乙酰基-2,3-二氢-5-碘吲哚 | CAS号374818-66-3 1-B°C-5-碘吲哚 | CAS号144104-54-1 5-(2-噻吩基)-1H-吲哚 | CAS号193354-13-1 5-碘吲哚啉-2-酮 | CAS号280563-07-7 5-iodo-1-methyl... | CAS号68742-28-9 5-乙基-1H-吲哚 | CAS号152879-73-7 5-甲基磺酰基-1H-吲哚 | CAS号1196-69-6 5-吲哚甲醛 | CAS号163258-14-8 5-(phenylsulfan... | CAS号1670-81-1 吲哚-5-羧酸 | CAS号15861-24-2 5-氰基吲哚

合成工艺路线路线简述

    6-碘吲哚啉置于salcomine体系中,用 甲醇 用作溶剂,化学反应 5.0H,以71%的收率获得5-碘吲哚
    参考文献:Somei,Masanori; Saida,Yoshihiro; Funamoto,Tetsuo,Chemical And Pharmaceutical Bulletin,1987,Vol. 35,# 8,P. 3146-3154
    标题:Somei,Masanori; Saida,Yoshihiro; Funamoto,Tetsuo,Chemical And Pharmaceutical Bulletin,1987,Vol. 35,# 8,P. 3146-3154

    专利信息


    专利号:US-2025179012-A1
    优先权日:2022-03-04
    标 题:Synthesis of sulfur(vi) compounds and reagents for same
    发明人:LOPCHUK JUSTIN MATTHEW; SHULTZ ZACHARY
    权利人:H LEE MOFFITT CANCER CT & RES
    摘要:This disclosure provides reagents and processes for the synthesis of organic compounds, more particularly reagents and processes for the asymmetric synthesis of sulfur (VI) containing organic compounds.

    专利号:WO-2011024039-A1
    优先权日:2009-08-25
    标题 :Synthesis of novel 5-(2-(phenylsulfonyl)ethyl)-1h-indole derivatives
    发明人:POTLURI RAMESH BABU; KODALI HARI PRASAD; VENTURI SRINIVASA RAO; TADIMALLA VENKATA SRIHARI
    权利人:POTLURI RAMESH BABU; KODALI HARI PRASAD; VENTURI SRINIVASA RAO; TADIMALLA VENKATA SRIHARI
    摘要:An objective of the present invention is to develop commercially viable methods for the synthesis of 5-[2-phenylsulfony)ethyl]-1H-indole of Formule (II), where R 1 and R 2 are same or different and each independently represent a hydrogen, fluorine, or di(lower alkyl)amino, acyl, or alkoxy carbonyl or chlorine atom, or a lower alkyl, lower alkoxy, nitro, cyano, aminolower alkylamine group Formula (II). Another objective of the present invention is to convert the product Formula (II) to Formula (I) in high yields, where R 1 and R 2 are same or different and each independently represent a hydrogen, fluorine, or di(lower alkyl)amino, acyl, or alkoxy carbonyl or chlorine atom, or a lower alkyl, lower alkoxy, nitro, cyano, aminolower alkylamine group Formula (I). One of the first processes attempted was by reacting the indole derivative of Formula (III) with aryl vinyl sulphones of Formula (V) as shown in Scheme-III. Another process attempted was by reacting the aniline derivative of Formula (VI) with aryl sulphones of Formula (VII) as shown in Scheme-III. Scheme IV.

    专利号:US-10865163-B2
    优先权日:2017-12-20
    标题:Carbon dioxide as a directing group for C—H functionalization reactions involving Lewis basic amines, alcohols, thiols, and phosphines for the synthesis of compounds
    发明人:YOUNG MICHAEL C; KAPOOR MOHIT
    权利人:UNIV TOLEDO
    摘要:Methods of synthesizing compounds using CO 2 as a directing group for C—H functionalization, and compounds made thereby, are described.

    专利号:US-4041111-A
    优先权日:1975-03-04
    标题:Phosphonate monoesters and method of preparation
    发明人:KELLY SUSAN J; BUTLER LARRY G
    权利人:PURDUE RESEARCH FOUNDATION
    摘要:Synthesis of phosphonate monoesters, as well as the use of such monoesters as substrates for enzymes which normally hydrolyze phosphodiester linkages, and a method for distinguishing between Type I and Type II phosphodiesterase enzymes using such monoesters as substrates are disclosed herein. Monoesters of phosphonic acids are prepared by the displacement of chloride from an appropriate phosphonic acid dichloride by a phenol or alcohol with pyridine as the solvent, reacting the same and then removing the solvent, after which the remaining ester chloride and dichloride are hydrolyzed by addition of water. The acid and ester are then separated and the acid-free ester is taken up in a polar organic solvent and precipitated as a salt by the addition of aqueous base, with the product then being filtered, washed with fresh acetone, dried and then stored until needed. The thus formed phosphonate monoesters are shown to be effective for use as substrate for phosphodiesterase of the Type I specificity and are shown to be ineffective for use as substrates for phosphodiesterase of the Type II specificity. The type of phosphodiesterase is therefore determined by the amount of activity against phosphonate monoesters.

    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.

    专利号:US-2019185392-A1
    优先权日:2017-12-20
    标 题 :Carbon Dioxide as a Directing Group for C-H Functionalization Reactions Involving Lewis Basic Amines, Alcohols, Thiols, and Phosphines for the Synthesis of Compounds
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    合成参考文献


    摘要:Li, Y.; Xie, W.; Jiang, X., Science of Synthesis Knowledge Updates, (2016) 2, 8.
    摘要:Zhang, L., Science of Synthesis Knowledge Updates, (2011) 2, 95.
    摘要:Krause, N.; Arisetti, N., Science of Synthesis Knowledge Updates, (2020) 3, 88.
    摘要:Kawachi, A., Science of Synthesis Knowledge Updates, (2013) 2, 162.
    摘要:Joule, J. A., Science of Synthesis Knowledge Updates, (2010) 2, 270.
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