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

Nair, V. ; Mathew, J. ; Swaroop Mathen, J. (1997) Cerium(IV) ammonium nitrate mediated addition of ethyl acetoacetate and dimethyl malonate to indene Indian Journal of Chemistry - Section B: Organic and Medicinal Chemistry, 36 (4). pp. 366-368. ISSN 0376-4699

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Abstract

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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