Highly Efficient Hosomi-Sakurai Reaction of Aromatic Aldehydes Catalyzed by Montmorillonite Doped with Simple Bismuth(III) Salts. Batch and Continuous Flow Studies.

被引:5
作者
Elizarov, Nelli [1 ]
Pucheault, Mathieu [2 ]
Antoniotti, Sylvain [1 ]
机构
[1] Univ Cote dAzur, CNRS, ICN, Parc Valrose, F-06108 Nice 2, France
[2] Univ Bordeaux, Inst Sci Mol, UMR CNRS 5255, 351 Cours Liberat, F-33405 Talence, France
来源
CHEMISTRYSELECT | 2016年 / 1卷 / 12期
关键词
allylation; flow chemistry; green chemistry; heterogeneous catalysis; homoallylic alcohols; CATION-EXCHANGED MONTMORILLONITE; CARBONYL-COMPOUNDS; RECYCLABLE CATALYSTS; INTERLAYER SPACE; AQUEOUS-MEDIA; DOUBLE-BONDS; SILICA-GEL; LEWIS-ACID; ALLYLATION; TRIFLATE;
D O I
10.1002/slct.201600916
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
dMontmorillonite doped with simple bismuth(III) salts was found to be an efficient catalyst for the Hosomi-Sakurai allylation of aldehydes. The reaction was performed on different substituted aromatic aldehydes with allyl and methallyl trimethylsilanes. In contrast with most existing methods typically leading to alcohols with the loss of the silyl group, or to mixtures of free and silylated alcohols, our catalytic system delivered selectively in mild conditions and 71-96% yields the corresponding protected alcohols which could be further used in a larger synthetic scheme. The reaction was easily transferred in continuous flow with maintained efficiency and superior scalability.
引用
收藏
页码:3219 / 3222
页数:4
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