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Regiochemistry of the cycloadditions of diphenylnitrilimine to coumarin, 3-ethoxycarbonyl and 3-acetyl coumarins: A reinvestigation

✍ Scribed by Toufik Fathi; Nguyen Dinh An; Gérard Schmitt; Ernest Cerutti; Bernard Laude

Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
671 KB
Volume
44
Category
Article
ISSN
0040-4020

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✦ Synopsis

Abstrakt -The cycloaddition raktiona of diphanylnitrllimine to coumarin, 3-•thoxycarbonyl and 3-acetylcouarins vere studied. The obmrvod regiochmistry of the reaction vith tha couaarin 4a ~a. the mme am the ona suggmted by other rwoarcharo. ror the co&ins Ib and Ic bearing an electron withdrawing group at the )-carbon atom, our resuKa invalidate the previously reported ragiochamistry. The preaanca of an electronwithdrawing group at the 3-C atom of coumarin derivativoa revera.. the regionalactivity of cycloaddition of diphonylnitrilimina to the dipolarophilic double-bond.

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