Synthesis of Symmetrical Biaryls through Palladium-Catalyzed Ligand-Free Homocoupling of Aryliodine(III) Diacetates

Synthesis of Symmetrical Biaryls through Palladium-Catalyzed Ligand-Free Homocoupling of Aryliodine(III) Diacetates
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通过钯催化的芳基碘 (III) 二乙酸酯的无配体自偶联合成对称联芳基化合物

DOI:
10.1055/s-0034-1380320
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发表时间:
2015-02
期刊:
影响因子:
2
通讯作者:
Cai, Hu
Cai, Hu
中科院分区:
化学4区
文献类型:
--
作者:
Xiong, Qiheng;Fu, Zhengjiang;Li, Zhaojie;Cai, Hu

文献摘要

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摘要以芳基碘(III)二乙酸酯为原料,开发了一种具有高区域选择性的合成对称联芳酯的有效方法。该方法对甲基、溴、氯和氰基具有很高的选择性和良好的官能团耐受性。机理研究表明,该转化过程涉及芳基碘(III)二乙酸酯在加热促进降解过程中原位生成芳基碘,随后发生Ullmann型均相偶联。
Abstract An efficient process for the synthesis of symmetrical biaryls from readily available and bench-stable aryliodine(III) diacetates has been developed with high regional selectivity. The process exhibited high selectivities and good functional group tolerance with respect to methyl, bromo, chloro and cyano groups. Mechanistic studies revealed that the transformation involved in situ generation of aryl iodide from heating-promoted degradation of aryliodine(III) diacetate, followed by Ullmann-type homocoupling.