ORIGINAL REACTIONS OF ALPHA,ALPHA-DITHIO ARYL ALKANES WITH BUTYLLITHIUMS

被引:23
作者
KRIEF, A
KENDA, B
BARBEAUX, P
机构
关键词
D O I
10.1016/S0040-4039(00)74368-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Thioacetals derived from aromatic ketones react with butyllithiums already at -78-degrees-C and produce via a reductive process the corresponding alpha-thiobenzyllithiums in high yields. The same reaction also takes place selectively, under suitable conditions, with the thioacetals derived from benzaldehyde on which a competing metallation reaction is also possible. These observations clearly show that the thioacetal functionality is not a suitable protecting group against alkyllithiums for aromatic carbonyl compounds.
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页码:2509 / 2512
页数:4
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