《Tab.3 Substrate scope》

《Tab.3 Substrate scope》   提示:宽带有限、当前游客访问压缩模式
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《"串联反应合成2-氨基-3,5-二氰基-4H-吡喃衍生物(英文)"》


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With the optimized conditions in hand,we extended the substrate scope to a number of cyanochalcone derivatives.Differently substituted cyanochalcones afforded the 2-amino-3,5-dicyano-4H-pyran products in good to excellent yields(Tab.3 and Fig.3).In the case of the non-substitued cyanochalcone,the yield was 99%(Entry 1).Para-substitution provided better yields compared to ortho-substitution(Entries 4~5 and Entries 7~8,respectively),indicating that steric hindrance plays a role in the reaction.When the substituent was a p-dimethylamino group,the highest yield(99.6%)was obtained(Entry 9).As for the electronic characteristics of the substituents,cyanochalcones bearing electron-withdrawing substituents generally gave excellent yields(Entries 2~5).However,the electronic effect of electron-donating substituents was inconsistent.While p-dimethylamino cyanochalcone afforded near quantitative yield,the reaction efficiency of methoxy-substituted cyanochalcones diminished to 85.3%and 80.4%(Entries 7~8).