Mesyl guaiacol: a versatile intermediate for the synthesis of 5-aminomethyl guaiacol and related compounds

被引:9
作者
Bensel, N
Pevere, V
Desmurs, JR
Wagner, A
Mioskowski, C
机构
[1] Univ Strasbourg 1, CNRS, UMR 7514, Lab Synth Bioorgan,Fac Pharm, F-67401 Illkirch Graffenstaden, France
[2] Rhodia Chim, CRIT Carriere, F-69192 St Fons, France
关键词
D O I
10.1016/S0040-4039(02)00673-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An original synthetic pathway for the preparation of 5-substituted guaiacol derivatives is described. This method relies on the deactivation of the phenol group by converting it into the corresponding mesyl ester. Amidomethylation reactions lead to regioselective C-C bond formation at the 5-position of guaiacol. Thus, 5-aminomethyl-guaiacol was obtained in four steps and 75% overall yield. (C) 2002 Published by Elsevier Science Ltd.
引用
收藏
页码:4281 / 4283
页数:3
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