Rhodium-catalyzed one-pot hydroformylation-cyclization of allylbenzene derivatives: Simple and efficient route to 5,6-dihydronaphthalenes

被引:9
作者
Alhaffar, Mouheddin [1 ]
Suleiman, Rami [1 ]
El Ali, Bassam [1 ]
机构
[1] King Fahd Univ Petr & Minerals, Dept Chem, Dhahran 31261, Saudi Arabia
关键词
Allylbenzene; Eugenol; Hydroformylation; Cyclization; Dihydronaphthalenes; Rhodium; Phosphite; Ultranox626; RING; DIHYDRONAPHTHALENES; 1,2-DIHYDRONAPHTHALENES; ALKENES;
D O I
10.1016/j.catcom.2010.02.014
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The one-pot hydroformylation-cyclization of allylbenzene derivatives by the catalyst system Rh(CO)(2)a-cac/ultranox626/CO/H(2)/CH(2)Cl(2) led chemoselectively to 5,6-dihydronaphthalene derivatives 5a-d in good yields. The addition of a catalytic amount of H(3)PO(4) enhanced in situ the cyclization process via the nucleophilic attack on the carbonyl group of the linear aldehyde, and finally the elimination of alcohol. The type of substitution on phenyl group of the allylbenzene is of great importance in enhancing the cyclization process. (C) 2010 Elsevier B.V. All rights reserved.
引用
收藏
页码:778 / 782
页数:5
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