Gold-catalyzed cascade cyclization of (azido)ynamides: an efficient strategy for the construction of indoloquinolines.

Gold-catalyzed cascade cyclization of (azido)ynamides: an efficient strategy for the construction of indoloquinolines.
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DOI:
10.1021/ol5012604
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发表时间:
2014-05
期刊:
影响因子:
5.2
通讯作者:
Yusuke Tokimizu;S. Oishi;N. Fujii;H. Ohno
Yusuke Tokimizu;S. Oishi;N. Fujii;H. Ohno
中科院分区:
化学1区
文献类型:
--
作者:
Yusuke Tokimizu;S. Oishi;N. Fujii;H. Ohno

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通过使用金催化剂,(叠氮)氰胺有效地转化为吲哚喹啉类化合物。含烯丙基硅烷的氰化物得到末端烯烃,而含有单烯的氰化物得到环丙烷。该反应通过形成α-氨基金卡宾来进行。
(Azido)ynamides were efficiently converted into indoloquinolines by the use of a gold catalyst. While ynamides bearing an allylsilane gave terminal alkenes, ynamides bearing a simple alkene gave cyclopropanes. This reaction proceeds through the formation of an α-amidino gold carbenoid.