Abstract
A method is described for a mild and efficient synthesis of azulenone skeletons via the addition reactions of 2-phenyl-2-acylketenes with 1-alkynyl ethers. A mechanism is presented to account for both azulenone formation as well as the solvent and substrate dependency of a competitive pyrone formation. The azulenone rings have been subsequently transformed into both substituted azulenes or hydroazulenes by derivatization and/or decarboxylation of an angular carboxyl substituent or by hydrogenation.
Original language | English (US) |
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Pages (from-to) | 1630-1636 |
Number of pages | 7 |
Journal | Journal of Organic Chemistry |
Volume | 63 |
Issue number | 5 |
DOIs | |
State | Published - Mar 6 1998 |