CHELATION-CONTROLLED, PALLADIUM-CATALYZED ARYLATION OF ENOL ETHERS WITH ARYL TRIFLATES - LIGAND CONTROL OF SELECTION FOR ALPHA-ARYLATION OR BETA-ARYLATION OF [2-(DIMETHYLAMINO)ETHOXY]ETHENE

被引：81
作者：
LARHED, M
ANDERSSON, CM
HALLBERG, A
机构：
[1] UPPSALA UNIV, UPPSALA BIOMED CTR, DEPT ORGAN PHARMACEUT CHEM, S-75123 UPPSALA, SWEDEN
[2] ASTRA DRACO AB, PRECLIN RES & DEV, DEPT MED CHEM, S-22100 LUND, SWEDEN
来源：
TETRAHEDRON | 1994年 / 50卷 / 02期
关键词：
D O I：
10.1016/S0040-4020(01)80755-9
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Palladium-catalyzed arylation reactions of [2-(Dimethylamino)ethoxy]ethene (1) with a series of aryl triflates were performed under a variety of reaction conditions. In particular, the influence of phosphine ligands and halide additives on regioselectivity were studied. It was found that the chelation-controlled arylation of 1 affords an expedient route for the conversion of phenols into arylacetaldehydes. Alternatively, the same starting materials could be used to synthesize acetophenones by reversing the regioselectivity with bidentate phosphine ligands.
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页码：285 / 304
页数：20
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