OXIDATIVE FORMYLATION AND CHLOROMETHYLATION IN VILSMEIER REACTIONS OF O-HETEROCYCLIC AND S-HETEROCYCLIC KETONES

被引:17
作者
GILES, PR [1 ]
MARSON, CM [1 ]
机构
[1] UNIV SHEFFIELD,DEPT CHEM,SHEFFIELD S3 7HF,S YORKSHIRE,ENGLAND
关键词
D O I
10.1016/S0040-4020(01)86387-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The action of DMF-POCl3 at 20-degrees-C on tetrahydro-4H-pyran-4-one, and thiochroman-4-oen affords the corresponding beta-chllorovinylaldehydes. However, with excess DMF-POCI3 at 100-degrees-C, chroman-4-one affords 3-(chloromethyl)chromone, and thiochromanone gives 3-formylthiochromone. Mechanistics rationalisations are provided.
引用
收藏
页码:1303 / 1310
页数:8
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