Rh-Catalyzed decarbonylative coupling with alkynes via C-C activation of isatins.

Rh-Catalyzed decarbonylative coupling with alkynes via C-C activation of isatins.
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DOI:
10.1021/ja512306a
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发表时间:
2015-02-04
影响因子:
15
通讯作者:
Dong, Guangbin
Dong, Guangbin
中科院分区:
化学1区
文献类型:
--
作者:
Zeng, Rong;Dong, Guangbin

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本文报道了靛红和炔之间通过催化脱羰基偶联进行[5+2-1]转化,这为合成2-喹啉酮衍生物提供了一种独特的方法。可以高区域选择性地有效偶联宽范围的炔。该反应被认为是通过靛红的C-C活化,然后是脱羰基和炔插入。指导小组(DG)在这一转变中起着至关重要的作用。在DG的辅助下,靛红的C-C断裂在室温下发生。
Herein we report a [5+2-1] transformation though catalytic decarbonylative coupling between isatins and alkynes, which provides a unique way to synthesize 2-quinolinone derivatives. A broad range of alkynes can be coupled efficiently with high regioselectivity. This reaction is proposed to go through C–C activation of isatins, followed by decarbonylation and alkyne insertion. Directing group (DG) plays a critical role in this transformation. Assisted by the DG, the C–C cleavage of isatins occurs at room temperature.
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