Room-Temperature Pd-Catalyzed Amidation of Aryl Bromides Using tert-Butyl Carbamate

Room-Temperature Pd-Catalyzed Amidation of Aryl Bromides Using tert-Butyl Carbamate
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DOI:
10.1021/jo9004537
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发表时间:
2009-06-19
影响因子:
3.6
通讯作者:
Hornberger, Keith R.
Hornberger, Keith R.
中科院分区:
化学2区
文献类型:
--
作者:
Bhagwanth, Swapna;Waterson, Alex G.;Hornberger, Keith R.

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描述了 Pd 催化从芳基溴和市售氨基甲酸叔丁酯合成 N-Boc 保护的苯胺的范围。该过程首次可以在室温(17-22 摄氏度)下使用 Pd(2)dba(3) 中心点 CHCl3 和单齿配体叔丁基 X-Phos 的组合进行。叔丁醇钠的使用对于反应的成功至关重要,该反应的产率为 43-83%。
The scope of Pd-catalyzed synthesis of N-Boc-protected anilines from aryl bromides and commercially available tertbutyl carbamate is described. For the first time, this process can be conducted at room temperature (17-22 degrees C) using a combination of Pd(2)dba(3)center dot CHCl3 and a monodentate ligand, tert-butyl X-Phos. Use of sodium tert-butoxide is crucial to the success of the reaction, which proceeds in 43-83% yield.