C-H bond amination and olefin aziridination with β-diketiminato copper catalysts
    55.
    发明授权
    C-H bond amination and olefin aziridination with β-diketiminato copper catalysts 有权
    C-H键胺化和烯烃氮丙啶化与β-二酮亚胺铜催化剂

    公开(公告)号:US08471051B2

    公开(公告)日:2013-06-25

    申请号:US12518189

    申请日:2007-12-05

    申请人: Timothy H. Warren

    发明人: Timothy H. Warren

    摘要: One aspect of the present invention relates to a method for the transition metal (e.g., Cu(I)) mediated amidation of C—H bonds using electron-rich aliphatic azides. In certain embodiments, the methods are useful for the C—H insertion of nitrenes generated and stabilized by a β-diketiminato metal catalyst. In certain embodiments, said nitrenes are generated from organoazides, or by oxidation of the corresponding amine. Another aspect of the present invention relates to olefin aziridination using said β-diketiminato metal catalysts. In addition, the methods of the present invention include stereoselective C—H bond aminations and olefin aziridinatons. In certain embodiments, the methods are conducted in an aerobic environment. In certain embodiments, the present invention relates to the use of O2 as an oxidant, wherein water is the byproduct of oxidation; this fact avoids the generation of toxic byproducts and renders the methods atom economical.

    摘要翻译: 本发明的一个方面涉及使用富电子的脂肪族叠氮化物的过渡金属(例如Cu(I))介导的C-H键的酰胺化的方法。 在某些实施方案中,所述方法可用于由β-二酮亚胺金属催化剂产生和稳定的硝基的C-H插入。 在某些实施方案中,所述硝基由有机叠氮化物或相应的胺的氧化产生。 本发明的另一方面涉及使用所述β-二酮亚胺金属催化剂的烯烃氮丙啶化。 此外,本发明的方法包括立体选择性C-H键胺化和烯烃偶氮染料。 在某些实施方案中,所述方法在有氧环境中进行。 在某些实施方案中,本发明涉及使用O 2作为氧化剂,其中水是氧化的副产物; 这个事实避免了有毒副产物的产生,从而使方法原子经济。

    C-H Bond Amination and Olefin Aziridination with Beta-Diketiminato Copper Catalysts
    58.
    发明申请
    C-H Bond Amination and Olefin Aziridination with Beta-Diketiminato Copper Catalysts 有权
    C-H键合胺化和烯丙基氮丙啶化与β-二酮铁胺铜催化剂

    公开(公告)号:US20100056806A1

    公开(公告)日:2010-03-04

    申请号:US12518189

    申请日:2007-12-05

    申请人: Timothy H. Warren

    发明人: Timothy H. Warren

    摘要: One aspect of the present invention relates to a method for the transition metal (e.g., Cu(I)) mediated amidation of C—H bonds using electron-rich aliphatic azides. In certain embodiments, the methods are useful for the C—H insertion of nitrenes generated and stabilized by a β-diketiminato metal catalyst. In certain embodiments, said nitrenes are generated from organoazides, or by oxidation of the corresponding amine. Another aspect of the present invention relates to olefin aziridination using said β-diketiminato metal catalysts. In addition, the methods of the present invention include stereoselective C—H bond aminations and olefin aziridinatons. In certain embodiments, the methods are conducted in an aerobic environment. In certain embodiments, the present invention relates to the use of O2 as an oxidant, wherein water is the byproduct of oxidation; this fact avoids the generation of toxic byproducts and renders the methods atom economical.

    摘要翻译: 本发明的一个方面涉及使用富电子的脂肪族叠氮化物的过渡金属(例如Cu(I))介导的C-H键的酰胺化的方法。 在某些实施方案中,所述方法可用于由β-二酮亚胺金属催化剂产生和稳定的硝基的C-H插入。 在某些实施方案中,所述硝基由有机叠氮化物或相应的胺的氧化产生。 本发明的另一方面涉及使用所述β-二酮亚胺金属催化剂的烯烃氮丙啶化。 此外,本发明的方法包括立体选择性C-H键胺化和烯烃偶氮染料。 在某些实施方案中,所述方法在有氧环境中进行。 在某些实施方案中,本发明涉及使用O 2作为氧化剂,其中水是氧化的副产物; 这个事实避免了有毒副产物的产生,从而使方法原子经济。

    Method for deuteration or tritiation of heterocyclic ring
    60.
    发明申请
    Method for deuteration or tritiation of heterocyclic ring 有权
    杂环氘化或氚化的方法

    公开(公告)号:US20060025596A1

    公开(公告)日:2006-02-02

    申请号:US10534344

    申请日:2003-11-07

    摘要: The present invention relates to a method for deuteration of a heterocyclic ring, which comprises subjecting a compound having a heterocyclic ring to sealed refluxing state in a deuterated solvent in the presence of an activated catalyst selected form a palladium catalyst, a platinum catalyst, a rhodium catalyst, a ruthenium catalyst, a nickel catalyst and a cobalt catalyst. In accordance with a method of the present invention, a hydrogen atom belonging to a heterocyclic ring of a compound having a heterocyclic ring can be very efficiently deuterated because temperature of deuteration reaction can be maintained at higher than boiling point of the solvent. Further, a method for deuteration of the present invention can be applied widely to deuteration of various compounds having a heterocyclic ring which are liable to decomposition under supercritical conditions or acidic conditions, leading to industrial and efficient deuteration of a compound having a heterocyclic ring.

    摘要翻译: 本发明涉及杂环的氘化方法,该方法包括在选自钯催化剂,铂催化剂,铑的活化催化剂的存在下,使具有杂环的化合物在氘代溶剂中密封回流 催化剂,钌催化剂,镍催化剂和钴催化剂。 根据本发明的方法,具有杂环的化合物的杂环的氢原子可以非常有效地氘化,因为氘代反应的温度可以保持在高于溶剂沸点的温度。 此外,本发明的氘化方法可以广泛地应用于具有杂环的各种化合物的猝灭,所述化合物在超临界条件或酸性条件下容易分解,导致具有杂环的化合物的工业和高效氘化。