Catalytic intermolecular ortho-arylation of phenols

Catalytic intermolecular ortho-arylation of phenols
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DOI:
10.1021/jo030157k
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发表时间:
2003-10-31
影响因子:
3.6
通讯作者:
Limmert, ME
Limmert, ME
中科院分区:
化学2区
文献类型:
--
作者:
Bedford, RB;Limmert, ME

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铑催化剂如[RhCl(PPh 3)(3)]或[{RhCl(COD)}(2)]与PiPr(2)(OAr)或P(NMe 2)(3)助催化剂的使用允许酚类的邻位选择性分子间芳基化。反应通过P-OAr基团的邻位取代进行,然后酯交换释放产物苯酚。当2-取代酚用作底物时,[RhCl(PPh 3)(3)]/iPr(2)(OAr)混合物通常是选择的催化剂,而对于没有2-取代的底物,[{RhCl(COD)}(2)]/P(NMe 2)(3)混合物倾向于给出更好的结果。
The use of rhodium catalysts such as [RhCl(PPh3)(3)] or [{RhCl(COD)}(2)] with PiPr(2)(OAr) or P(NMe2)(3) co-catalysts allows the ortho-selective intermolecular arylation of phenols. The reaction proceeds via orthometalation of P-OAr groups and then transesterification liberates the product phenol. When 2-substituted phenols are used as substrates, [RhCl(PPh3)(3)]/iPr(2)(OAr) mixtures are typically the catalysts of choice, whereas for substrates without 2-substitution [{RhCl(COD)}(2)]/P(NMe2)(3) mixtures tend to give better results.