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    Glycosylated indolocarbazole synthesis
    1.
    发明授权
    Glycosylated indolocarbazole synthesis 失效
    糖基化吲哚并咔唑合成

    公开(公告)号：US07038043B1

    公开(公告)日：2006-05-02

    申请号：US09482235

    申请日：2000-01-13

    申请人： John L. Wood ,  Brian M. Stoltz ,  Hans-Jurgen Dietrich ,  Derek A. Pflum

    发明人： John L. Wood ,  Brian M. Stoltz ,  Hans-Jurgen Dietrich ,  Derek A. Pflum

    IPC分类号： C07D273/00

    CPC分类号： C07D498/22 ,  C07C45/68

    摘要： Indolocarbazoles are furanosylated (e.g., 7) with acetals (e.g., 8) or their open chain congeners (e.g., 9) under conditions known to promote acetal exchange or formation, such as protic or Lewis acids. Furanosylated indolocarbazoles (e.g., 10) are also prepared via ring contraction of pyranosylated indolocarbazoles (e.g., 11) under conditions know to effect oxidation and benzylic acid type rearrangements, and pyranosylated indolocarbazoles (e.g., 11) are prepared via ring expansion of the furanosylated congeners (e.g., 10)

    摘要翻译： 在已知可促进乙缩醛交换或形成的条件下，例如质子酸或路易斯酸，吲哚并吡唑类化合物（例如7）具有缩醛（例如8）或其开链同系物（例如9）。 呋喃糖基化吲哚并唑（例如，10）也是通过吡喃糖基化吲哚并唑（例如11）在已知有效氧化和苄酸型重排的条件下通过环收缩来制备的，吡喃糖基化的吲哚并唑（例如，11）是通过呋喃糖基化同系物 （例如10）

    Glycosylated indolocarbazole synthesis
    2.
    发明授权
    Glycosylated indolocarbazole synthesis 失效
    糖基化吲哚并咔唑合成

    公开(公告)号：US6037468A

    公开(公告)日：2000-03-14

    申请号：US206082

    申请日：1998-12-04

    申请人： John L. Wood ,  Brian M. Stoltz

    发明人： John L. Wood ,  Brian M. Stoltz

    IPC分类号： C07C45/68 ,  C07D498/22

    CPC分类号： C07D498/22 ,  C07C45/68

    摘要： Tertiary alcohols containing the structural features illustrated in 3 or 4 below (Scheme I) are prepared by reacting at least one diazo carbonyl compound, e.g., 1 in Scheme I) and at least one allylic alcohol (e.g., 2 in Scheme I) in a coupling reaction run under conditions that produce carbene or carbenoid intemediates from the diazo containing substrate such as transition metal catalysis or either thermal or photochemical decomposition. In some preferred embodiments, Rh.sub.2 (OAc).sub.4 is employed to catalyze the coupling reaction. ##STR1## Indolocarbazoles (e.g., 7 below) are prepared by coupling of diazo carbonyl compounds (e.g., 5) and biindoles (e.g., 6). Indolocarbazoles are furanosylated (e.g., 7) with acetals (e.g., 8) or their open chain congeners (e.g., 9) under conditions known to promote acetal exchange or formation, such as protic or Lewis acids. Furanosylated indolocarbazoles (e.g., 10) are also prepared via ring contraction of pyranosylated indolocarbazoles (e.g., 11) under conditions know to effect oxidation and benzylic acid type rearrangements, and pyranosylated indolocarbazoles (e.g., 11) are prepared via ring expansion of the furanosylated congeners (e.g., 10). ##STR2##

    摘要翻译： 通过使至少一种重氮羰基化合物，例如方案I中的1）与至少一种烯丙醇（例如方案I中的2）反应制备含有下面3或4中所示结构特征的三元醇（方案I） 偶联反应在从含重氮基质产生卡宾或卡宾中间体的条件下进行，例如过渡金属催化或热或光化学分解。 在一些优选的实施方案中，使用Rh 2（OAc）4催化偶联反应。 吲哚并恶唑（如下文7）是通过重氮羰基化合物（例如5）和双吲哚（例如6）的偶联来制备的。 在已知可促进乙缩醛交换或形成的条件下，例如质子酸或路易斯酸，吲哚并吡唑类化合物（例如7）具有缩醛（例如8）或其开链同系物（例如9）。 呋喃糖基化吲哚并唑（例如，10）也是通过吡喃糖基化吲哚并唑（例如11）在已知有效氧化和苄酸型重排的条件下通过环收缩来制备的，吡喃糖基化的吲哚并唑（例如，11）是通过呋喃糖基化同系物 （例如10）。