N-substituted 2-aminobiphenylpalladium methanesulfonate precatalysts and their use in C-C and C-N cross-couplings.

N-substituted 2-aminobiphenylpalladium methanesulfonate precatalysts and their use in C-C and C-N cross-couplings.
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N-取代的2-氨基苯基 - 甲基磺酸甲烷二硫酸盐预催化剂及其在C-C和C-N交叉偶联中的使用。

DOI:
10.1021/jo500355k
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发表时间:
2014-05-02
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
Buchwald SL
Buchwald SL
中科院分区:
其他
文献类型:
--
作者:
Bruno NC;Niljianskul N;Buchwald SL

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已经开发出一系列基于N - 甲基 - 和N - 苯基 - 2 - 氨基联苯的膦配位钯预催化剂。氮中心的取代可防止含有游离 - NH₂基团的痕量氨基联苯污染交叉偶联产物。这些预催化剂在活化时生成N - 取代咔唑,其不会消耗起始原料。这些预催化剂由2 - 氨基联苯高效生成,只需极少的纯化,并且在铃木 - 宫浦反应和C - N交叉偶联反应中被发现具有高效性。
A series of phosphine-ligated palladium precatalysts based on N-methyl- and N-phenyl-2-aminobiphenyl have been developed. Substitution at the nitrogen center prevents the presence of traces of aminobiphenyls that contain a free −NH2 group from contaminating cross-coupling products. These precatalysts produce N-substituted carbazoles upon activation, which cannot consume starting materials. These precatalysts were efficiently generated from 2-aminobiphenyl with minimal purification and found to be highly effective in Suzuki–Miyaura and C–N cross-coupling reactions.
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影响因子: 5.2
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