ARYLTRI-ISOPROPOXYTITANIUM AND ALKYNYLTRI-ISOPROPOXYTITANIUM REAGENTS IN REGIOSELECTIVE CARBON-CARBON BOND FORMATION IN AZINES

被引:0
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作者
GUNDERSEN, LL [1 ]
RISE, F [1 ]
UNDHEIM, K [1 ]
机构
[1] UNIV OSLO,DEPT CHEM,N-0315 OSLO 3,NORWAY
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中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Regioselective arylation in the 4-position in pyridines results from 1:1-adduct formation between an aryltri-isopropoxytitanium reagent and N-isobutyloxycarbonyl- or an N-silyloxymethyl-3-cyanopyridinium salt after successive DDQ dehydrogenation and cleavage of the 1-substituent. Complete regioselectivity for new C-C bond formation in the 4-position results in the adduct formation between aryl- and phenylethynyltri-isopropoxytitanium reagents and pyrimidin-2(1H-ones; with ethynyltri-isopropoxytitanium the new C-C bond formation occurs at the 6-position.
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页码:5647 / 5656
页数:10
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