Octet / Reactions

Sonogashira Coupling

Included in Reactions.

Coupling

Source Details

Id

sonogashira-coupling

Name
{
  "en": "Sonogashira Coupling",
  "ar": "Sonogashira ازدواج",
  "cs": "Sonogashira Kopulace",
  "da": "Sonogashira Kobling",
  "de": "Sonogashira Kupplung",
  "el": "Σύζευξη Soόχιgωςhira",
  "es-419": "Acoplamiento de Sonogashira",
  "es-ES": "Acoplamiento de Sonogashira",
  "es": "Acoplamiento de Sonogashira",
  "fi": "Sonogashira Kytkentä",
  "fr": "Couplage de Sonogashira",
  "he": "Sonogashira צימוד",
  "hr": "Sonogashira Sprezanje",
  "hu": "Sonbancsgminthira-kapcsolás",
  "id": "Kopling Sonogashira",
  "it": "Accoppiamento di Sonogashira",
  "ja": "Sonogashiraカップリング",
  "ko": "Sonogashira 커플링",
  "lv": "Sonogashira Savienosana",
  "nb": "Sonogashira Kobling",
  "nl": "Sonogashira Koppeling",
  "pl": "Sonogashira Sprzeganie",
  "pt-BR": "Acoplamento de Sonogashira",
  "pt-PT": "Acoplamento de Sonogashira",
  "ro": "Cuplare de Sonogashira",
  "ru": "Sonogashira Сочетание",
  "sk": "Sonogashira Spajanie",
  "sl": "Sonogashira Sklopitev",
  "sv": "Sonogashira Koppling",
  "th": "คัปปลิงแบบ Sonogashira",
  "tr": "Soyokgolarakhira eşleşmesi",
  "uk": "Sonogashira Сполучення",
  "vi": "Ghép Sonogashira",
  "zh-Hans": "Sonogashira 偶联",
  "zh": "Sonogashira 偶联"
}
Type
{
  "en": "Coupling",
  "ar": "اقتران",
  "cs": "Párování",
  "da": "Kobling",
  "de": "Kupplung",
  "el": "Σύζευξη",
  "es-419": "Acoplamiento",
  "es-ES": "Acoplamiento",
  "es": "Acoplamiento",
  "fi": "Kytkentä",
  "fr": "Couplage",
  "he": "צימוד",
  "hr": "Spajanje",
  "hu": "Kapcsolás",
  "id": "Kopling",
  "it": "Accoppiamento",
  "ja": "カップリング",
  "ko": "짝지음",
  "lv": "Sakabe",
  "nb": "Kobling",
  "nl": "Koppeling",
  "pl": "Sprzęganie",
  "pt-BR": "Acoplamento",
  "pt-PT": "Acoplamento",
  "ro": "Cuplare",
  "ru": "Сочетание",
  "sk": "Spájanie",
  "sl": "Spajanje",
  "sv": "Koppling",
  "th": "คัปปลิง",
  "tr": "Eşleşme",
  "uk": "Сполучення",
  "vi": "Ghép cặp",
  "zh-Hans": "偶联",
  "zh": "偶联"
}
Starting Material

c1ccccc1Br

Product

c1ccccc1C#CC

Reagents

Terminal alkyne, Pd catalyst, CuI (co-catalyst), amine base

Mechanism
[
  {
    "smiles": "c1ccccc1Br",
    "description": {
      "en": "Aryl halide",
      "ar": "أريل هاليد",
      "cs": "Aryl halogenid",
      "da": "Aryl halid",
      "de": "Aryl Halogenid",
      "el": "Aryl αλογονίδιο",
      "es-419": "Aryl haluro",
      "es-ES": "Aryl haluro",
      "es": "Aryl haluro",
      "fi": "Aryl halidi",
      "fr": "Aryl halogénure",
      "he": "אריל הליד",
      "hr": "Aril halogenid",
      "hu": "Aryl halogenid",
      "id": "Aril halida",
      "it": "Aryl alogenuro",
      "ja": "アリールハライド",
      "ko": "아릴 할라이드",
      "lv": "Aril halogenids",
      "nb": "Aryl halid",
      "nl": "Arylhalogenide",
      "pl": "Aryl halogenek",
      "pt-BR": "Aryl haleto",
      "pt-PT": "Aryl haleto",
      "ro": "Aryl halogenură",
      "ru": "Арил галогенид",
      "sk": "Aryl halogenid",
      "sl": "Aril halogenid",
      "sv": "Aryl halid",
      "th": "อะริลเฮไลด์",
      "tr": "Aryl halojenür",
      "uk": "Арил галогенід",
      "vi": "Halogenua aryl",
      "zh-Hans": "芳基卤化物",
      "zh": "芳基卤化物"
    }
  },
  {
    "smiles": "C#CC",
    "description": {
      "en": "Terminal alkyne (propyne)",
      "ar": "ألكاين طرفي (propyne)",
      "cs": "Terminalni alkyn (propyne)",
      "da": "Terminal alkyn (propyn)",
      "de": "terminales Alkin (Propin)",
      "el": "Termσεal αλκίνιο (propyne)",
      "es-419": "Alquino terminal (propyne)",
      "es-ES": "Alquino terminal (propyne)",
      "es": "Alquino terminal (propyne)",
      "fi": "Terminaalinen alkyyni (propyyni)",
      "fr": "Alcyne terminal (propyne)",
      "he": "אלקין קצה (propyne)",
      "hr": "Terminalni alkin (propyne)",
      "hu": "Termbanal alkban (propyne)",
      "id": "Alkuna terminal (propuna)",
      "it": "Alchino terminale (propyne)",
      "ja": "末端アルキン(プロピン)",
      "ko": "말단 알카인(프로파인)",
      "lv": "Terminalais alkins (propyne)",
      "nb": "Terminal alkyn (propyn)",
      "nl": "Terminaal alkyn (propyn)",
      "pl": "Terminalny alkin (propyne)",
      "pt-BR": "Alcino terminal (propyne)",
      "pt-PT": "Alcino terminal (propyne)",
      "ro": "Alchină terminală (propyne)",
      "ru": "Терминальный алкин (propyne)",
      "sk": "Terminalny alkyn (propyne)",
      "sl": "Terminalni alkin (propyne)",
      "sv": "Terminal alkyn (propyn)",
      "th": "แอลไคน์ปลายสาย (โพรไพน์)",
      "tr": "Termiçindeal alkiçinde (propyne)",
      "uk": "Термінальний алкін (propyne)",
      "vi": "Ankyn đầu mạch (propyne)",
      "zh-Hans": "端炔(丙炔)",
      "zh": "端炔(丙炔)"
    }
  },
  {
    "smiles": "c1ccccc1C#CC",
    "description": {
      "en": "Aryl-substituted alkyne",
      "ar": "Aryl-substituted ألكاين",
      "cs": "Aryl-substituovany alkyn",
      "da": "Aryl-substitueret alkyne",
      "de": "Aryl-substituiert alkyne",
      "el": "Aryl-υποκατεστημένο αλκίνιο",
      "es-419": "Aryl-substituted alquino",
      "es-ES": "Aryl-substituted alquino",
      "es": "Aryl-substituted alquino",
      "fi": "Aryl-substituoitu alkyne",
      "fr": "Aryl-substituted alcyne",
      "he": "Aryl-substituted אלקין",
      "hr": "Aril-supstituiran alkin",
      "hu": "Aryl-szubsztituált alkban",
      "id": "Alkuna tersubstitusi aril",
      "it": "Aryl-substituted alchino",
      "ja": "アリール置換アルキン",
      "ko": "아릴 치환 알카인",
      "lv": "Aril-aizvietots alkins",
      "nb": "Aryl-substituert alkyne",
      "nl": "Aryl-gesubstitueerd alkyne",
      "pl": "Aryl-podstawiony alkin",
      "pt-BR": "Aryl-substituted alcino",
      "pt-PT": "Aryl-substituted alcino",
      "ro": "Aryl-substituted alchină",
      "ru": "Арил-замещенный алкин",
      "sk": "Aryl-substituovany alkyn",
      "sl": "Aril-substituiran alkin",
      "sv": "Aryl-substituerad alkyne",
      "th": "แอลไคน์ที่ถูกแทนที่ด้วยอะริล",
      "tr": "Aryl-sübstitüe alkiçinde",
      "uk": "Арил-заміщений алкін",
      "vi": "Ankyn thế aryl",
      "zh-Hans": "芳基取代炔烃",
      "zh": "芳基取代炔烃"
    }
  }
]
Tips
[
  {
    "en": "Aryl halide + Terminal alkyne → Aryl alkyne",
    "ar": "أريل هاليد + ألكاين طرفي → أريل ألكاين",
    "cs": "Aryl halogenid + Terminalni alkyn → Aryl alkyn",
    "da": "Aryl halid + Terminal alkyne → Aryl alkyne",
    "de": "Aryl Halogenid + Terminal alkyne → Aryl alkyne",
    "el": "Aryl αλογονίδιο + Termσεal αλκίνιο → Aryl αλκίνιο",
    "es-419": "Aryl haluro + Alquino terminal → Aryl alquino",
    "es-ES": "Aryl haluro + Alquino terminal → Aryl alquino",
    "es": "Aryl haluro + Alquino terminal → Aryl alquino",
    "fi": "Aryl halidi + Terminal alkyne → Aryl alkyne",
    "fr": "Aryl halogénure + Alcyne terminal → Aryl alcyne",
    "he": "אריל הליד + אלקין קצה → אריל אלקין",
    "hr": "Aril halogenid + Terminalni alkin → Aril alkin",
    "hu": "Aryl halogenid + Termbanal alkban → Aryl alkban",
    "id": "Aril halida + alkuna terminal → aril alkuna",
    "it": "Aryl alogenuro + Alchino terminale → Aryl alchino",
    "ja": "アリールハライド + 末端アルキン → アリールアルキン",
    "ko": "아릴 할라이드 + 말단 알카인 → 아릴 알카인",
    "lv": "Aril halogenids + Terminalais alkins → Aril alkins",
    "nb": "Aryl halid + Terminal alkyne → Aryl alkyne",
    "nl": "Arylhalogenide + Terminaal alkyn → Aryl alkyne",
    "pl": "Aryl halogenek + Terminalny alkin → Aryl alkin",
    "pt-BR": "Aryl haleto + Alcino terminal → Aryl alcino",
    "pt-PT": "Aryl haleto + Alcino terminal → Aryl alcino",
    "ro": "Aryl halogenură + Alchină terminală → Aryl alchină",
    "ru": "Арил галогенид + Терминальный алкин → Арил алкин",
    "sk": "Aryl halogenid + Terminalny alkyn → Aryl alkyn",
    "sl": "Aril halogenid + Terminalni alkin → Aril alkin",
    "sv": "Aryl halid + Terminal alkyne → Aryl alkyne",
    "th": "อะริลเฮไลด์ + แอลไคน์ปลายสาย → อะริลแอลไคน์",
    "tr": "Aryl halojenür + Termiçindeal alkiçinde → Aryl alkiçinde",
    "uk": "Арил галогенід + Термінальний алкін → Арил алкін",
    "vi": "Halogenua aryl + alkyn đầu mạch → aryl alkyn",
    "zh-Hans": "芳基卤化物 + 端炔 → 芳基炔烃",
    "zh": "芳基卤化物 + 端炔 → 芳基炔烃"
  },
  {
    "en": "Cu activates alkyne for transmetalation",
    "ar": "Cu ينشّط ألكاين لـ transmetalation",
    "cs": "Cu aktivuje alkyn pro transmetalation",
    "da": "Cu aktiverer alkyne for transmetalation",
    "de": "Cu aktiviert alkyne for transmetalation",
    "el": "Cu ενεργοποιεί αλκίνιο για transmetalσεiσε",
    "es-419": "Cu activates alquino para transmetalation",
    "es-ES": "Cu activates alquino para transmetalation",
    "es": "Cu activates alquino para transmetalation",
    "fi": "Cu aktivoi alkyne for transmetalation",
    "fr": "Cu activates alcyne pour transmetalation",
    "he": "Cu מפעיל אלקין עבור transmetalation",
    "hr": "Cu aktivira alkin za transmetalation",
    "hu": "Cu aktivál alkban számára transmetalnálion",
    "id": "Cu mengaktifkan alkuna untuk transmetaliasi",
    "it": "Cu activates alchino per transmetalation",
    "ja": "Cuがアルキンをトランスメタル化に向けて活性化する",
    "ko": "Cu가 알카인을 활성화하여 트랜스금속화를 돕음",
    "lv": "Cu aktivizē alkins prieks transmetalation",
    "nb": "Cu aktiverer alkyne for transmetalation",
    "nl": "Cu activeert alkyne for transmetalation",
    "pl": "Cu aktywuje alkin dla transmetalation",
    "pt-BR": "Cu activates alcino para transmetalation",
    "pt-PT": "Cu activates alcino para transmetalation",
    "ro": "Cu activates alchină pentru transmetalation",
    "ru": "Cu активирует алкин для transmetalation",
    "sk": "Cu aktivuje alkyn pre transmetalation",
    "sl": "Cu aktivira alkin za transmetalation",
    "sv": "Cu aktiverar alkyne for transmetalation",
    "th": "Cu กระตุ้นแอลไคน์สำหรับการถ่ายโอนโลหะ",
    "tr": "Cu aktive eder alkiçinde içiçinde transmetaldeiüzerinde",
    "uk": "Cu активує алкін для transmetalation",
    "vi": "Cu hoạt hóa alkyn cho chuyển kim loại",
    "zh-Hans": "Cu 活化炔烃以进行转金属化",
    "zh": "Cu 活化炔烃以进行转金属化"
  },
  {
    "en": "Room temperature, mild conditions",
    "ar": "Room درجة الحرارة, شروط لطيفة",
    "cs": "pokojova teplota, mirny podminky",
    "da": "Stuetemperatur, mild condit...
Related Reactions

suzuki-coupling, heck-reaction

Is Free

false