Indium-copper and indium-silver mediated Barbier-Grignard-type alkylation reaction of aldehydes using unactivated alkyl halides in water

被引:54
作者
Shen, Zhi-Liang [1 ]
Yeo, Yan-Lin [1 ]
Loh, Teck-Peng [1 ]
机构
[1] Nanyang Technol Univ, Sch Math & Phys Sci, Div Chem & Biol Chem, Singapore 637371, Singapore
关键词
D O I
10.1021/jo8000589
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient method has been developed for the Barbier-Grignard-type alkylation reaction of aldehydes (including aliphatic version) using unactivated alkyl halides in water in the presence of an In/CuT/I-2 or In/AgI/I-2 system. The reactions proceeded more efficiently in water than in organic solvent. In, CuI or AgI, and I-2 were all essential for the efficient progress of the reactions. A radical-type reaction mechanism was studied and proposed by using 4-pentenal as substrate.
引用
收藏
页码:3922 / 3924
页数:3
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