Despite the extensive body of Nazarov reactions, and the more modest number of vinylogous Nazarov reactions, to afford 5-membered ring systems, the formation of 7-membered ring systems via thermal vinylogous Nazarov reactions remains elusive. Having established previously the ability of alkyne-Co2(CO)6 units to allow gamma carbonyl cation formation, we have investigated whether the alkynedicobalt function insulates the electron-withdrawing nature of the organic carbonyl from the distal π-system sufficiently to allow it to participate in vinylogous Nazarov reactions with electron deficient enones in 1 and its analogues 2-3. The scope and limitations of these and similar transformations will be discussed.

Alkynedicobalt mediated vinylogous Nazarov reactions

255th National Meeting (2018)

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