An Improved Route to Purin-6-yl Magnesium Halides by Metal-Halogen Exchange in Dichloromethane

被引:9
作者
Gordon, Malcolm R. [1 ]
Lindell, Stephen D. [1 ]
Richards, Daniel [1 ]
机构
[1] Bayer AG, Crop Sci Div, Ind Pk Hochst, D-65926 Frankfurt, Germany
关键词
nucleobases; purin-6-yl magnesium halides; Grignard; dichloromethane; carbinols; PURINES; HETEROCYCLES; DERIVATIVES; ALDEHYDES; IMIDAZOLE; REAGENTS;
D O I
10.1055/s-0036-1591727
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of a solution of 9-benzyl or 9-phenyl 6-iodopurine in dichloromethane with an ethereal solution of ethylmagnesium bromide at ambient temperature generates the corresponding purin-6-yl magnesium halides which react with aldehydes to give carbinols in 55-80% yield. Performing the same procedure with THF as solvent gave carbinols in much lower yields (<= 15%).
引用
收藏
页码:473 / 476
页数:4
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