A Simple and Efficient Synthesis of Tertiary Alcohols via Ta2O5-Catalyzed Barbier-Grignard Addition of Unactivated Aryl Bromides to Aryl Acids

被引：1

作者：

Wang, Huaran ^{[1
]}

Tang, Yu ^{[1
]}

Yang, Jun ^{[1
]}

Zhang, Yuanming ^{[1
]}

机构：

[1] Jinan Univ, Dept Chem, Guangzhou 510632, Guangdong, Peoples R China

来源：

CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 36卷 / 10期

基金：

中国国家自然科学基金;

关键词：

aryl acid; barbier-grignard-type reaction; synthesis; tertiary alcohol; KINESIN SPINDLE PROTEIN; CARBOXYLIC-ACIDS; KETONES; ALLYLATION; REAGENTS; ESTERS; INHIBITORS; ARYLATION; ALDEHYDES; HALIDES;

D O I：

10.6023/cjoc201602025

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Carried out in THF-toluene at 103 degrees C, the first one-pot Barbier-Grignard reaction to synthesize tertiary alcohols has been developed and systematically investigated using aromatic acids and unactivated aryl bromides in the presence of 10 mol% of Ta2O5. A wide range of substituted tertiary alcohols were obtained in moderate to good yields of 48%similar to 87%. Steric and electronic effects of reactants on the reaction have been discussed. A possible mechanism catalyzed by Ta2O5 is proposed.

引用

页码：2456 / 2462

页数：7

共 43 条

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