Bulletin of the Chemical Society of Japan

The Nucleophilic Ring-opening Reactions of α, α′-Dinitrocycloalkanones

Y Kobayashi

Index: Kobayashi,Y. Bulletin of the Chemical Society of Japan, 1973 , vol. 46, p. 3462 - 3466

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Citation Number: 3

Abstract

The keto and enolic characters of 2, 6-dinitrocyclohexanone (1), 2, 6-dinitro-4- methylcyclohexanone (2), and 2, 7-dinitrocycloheptanone (3) were spectroscopically investigated and discussed. It was found that the reactions of 1 and 2 with nucleophiles can take either of two courses, depending upon the nucleophiles used:(a) the addition to the enol carbon or carbonyl carbon of the keto form, followed by ring-opening giving 2, 6- ...

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