Highly efficient p-toluenesulfonic acid-catalyzed alcohol addition or hydration of unsymmetrical arylalkynes

被引:55
|
作者
Olivi, N [1 ]
Thomas, E [1 ]
Peyrat, JF [1 ]
Alami, M [1 ]
Brion, JD [1 ]
机构
[1] Univ Paris Sud XI, Fac Pharm, CNRS UMR 8076, BioCIS,Lab Chim Therapeut, F-92296 Chatenay Malabry, France
关键词
unsymmetrical arylalkyne; hydration; PTSA; ketone; alcohol addition; water;
D O I
10.1055/s-2004-831310
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Under a catalytic amount of PTSA in aqueous or alcoholic media, activated unsymmetrical arylalkynes 1 undergo regioselective water or alcohol addition to afford successfully carbonyl compounds 2 in good to excellent yields. This new environmentally metal-free procedure, which afforded only Markovnikov adducts, is characterized by the mildness of acidic conditions and the excellent regio- and chemoselectivity.
引用
收藏
页码:2175 / 2179
页数:5
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