Cerium(IV) ammonium nitrate mediated addition of ethyl acetoacetate and dimethyl malonate to indene

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作者
Nair, V
Mathew, J
Mathen, JS
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O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The oxidative addition of ethyl acetoacetate to indene mediated by cerium(IV) ammonium nitrate(CAN) leads to the formation of 2-(2'-indan-1'-one)3-oxobutanoic acid ethyl ester 7 along with two other products, the dihydrofuran 9 and the methyl ester 10. Similar addition of dimethyl malonate to indene gives the indanone 11 and the methyl ether 12. A tentative mechanism which rationalizes the formation of these products is proposed.
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页码:366 / 368
页数:3
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