Functionalization of Azacalixaromatics by Cu(II)-Catalyzed Oxidative Cross-Coupling Reaction between the Arene C-H Bond and Boronic Acids.

Functionalization of Azacalixaromatics by Cu(II)-Catalyzed Oxidative Cross-Coupling Reaction between the Arene C-H Bond and Boronic Acids.
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DOI:
10.1021/acs.orglett.6b02530
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发表时间:
2016-09
期刊:
影响因子:
5.2
通讯作者:
Yang Liu;Chao Long;Liang Zhao;Mei-Xiang Wang
Yang Liu;Chao Long;Liang Zhao;Mei-Xiang Wang
中科院分区:
化学1区
文献类型:
--
作者:
Yang Liu;Chao Long;Liang Zhao;Mei-Xiang Wang

文献摘要

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在Cu(ClO4)2·6H2O催化下,氮杂杯[1]芳烃[3]吡啶在温和的有氧条件下,以空气为氧化剂,与大量的芳基硼酸、烯基硼酸和烷基硼酸发生了高效的氧化偶联反应,得到了多种功能化的大环化合物.化学计量反应的芳基硼酸与孤立的和结构明确的高价有机铜化合物表示参与的芳基铜(II),而不是芳基铜(III)物种作为有机金属中间体在催化。
Catalyzed by Cu(ClO4)2·6H2O under mild aerobic conditions using air as the oxidant, azacalix[1]arene[3]pyridines underwent a highly efficient oxidative cross-coupling reaction with a large number of aryl-, alkenyl-, and alkylboronic acids to afford diverse functionalized macrocycles. Stoichiometric reactions of an arylboronic acid with isolated and structurally well-defined high valent organocopper compounds indicated the involvement of arylcopper(II) rather than arylcopper(III) species as an organometallic intermediate in catalysis.