DIRECTED METALATION OF PYRIDINESULPHONAMIDES - SYNTHESIS OF PYRIDINE-FUSED ISOTHIAZOLES AND 1,2-OXATHIOLES

被引:13
作者
ALO, BI [1 ]
FAMILONI, OB [1 ]
MARSAIS, F [1 ]
QUEGUINER, G [1 ]
机构
[1] INST NATL SCI APPL,LIRCOF,CHIM ORGAN HETEROCYCL LAB,F-76130 MONT ST AIGNAN,FRANCE
关键词
D O I
10.1002/jhet.5570290109
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
4-Lithio-N-t-butylpyridine-3-sulphonamide reacted with benzophenone and carbon dioxide respectively to give the corresponding intermediates which on appropriate treatment gave isothiazolo[5,4-c]pyridin-3-one 1,1-dioxides. Metalation of 2- and 4-(N,N-dialkylaminosulphonyl)pyridines with lithium diisopropylamide (LDA) gave anions which reacted with benzophenone to give carbinols which thermally cyclised to 1,2-oxathiolo[3,4-b]pyridine and 1,2-oxathiolo[4,3-c]pyridine respectively.
引用
收藏
页码:61 / 64
页数:4
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