Total synthesis of murrastifoline-A by way of the Pd-catalyzed double N-arylation of a carbazolamine with a 2,2′-dibromobiphenyl derivative

Total synthesis of murrastifoline-A by way of the Pd-catalyzed double N-arylation of a carbazolamine with a 2,2′-dibromobiphenyl derivative
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DOI:
10.3987/com-05-10418
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发表时间:
2005-07
期刊:
影响因子:
0.6
通讯作者:
Takafumi Kitawaki;Y. Hayashi;N. Chida
Takafumi Kitawaki;Y. Hayashi;N. Chida
中科院分区:
化学4区
文献类型:
--
作者:
Takafumi Kitawaki;Y. Hayashi;N. Chida

文献摘要

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描述了双咔唑生物碱 murrastifoline-A (1) 的首次全合成。 1 的双咔唑骨架是通过钯催化咔唑胺(下半部分,3)与二溴联苯衍生物(上半部分,2)在一步反应中的双 N-芳基化而有效构建的。两个片段都是从 2-氨基-5-甲基苯酚 (4) 开始合成的。
The first total synthesis of murrastifoline-A (1), a biscarbazole alkaloid is described. The biscarbazole skeleton of 1 was effectively constructed by the Pd-catalyzed double N-arylation of carbazolamine (bottom-half segment, 3) with dibromobiphenyl derivative (top-half segment, 2) in one-step reaction. Both segments were synthesized starting from 2-amino-5-methylphenol (4).