Belonging to a greater class of biologically active molecules known as benzopyrans,1H-isochromenes and their isomers have been known to exhibit antitumor and antileishmanial activity. An atom economical synthesis of these valuable organic moieties has been developed utilizing a gold(I) catalyzed cyclization of o-alkynylbenzyl alcohols. The desired isochromene has been isolated in good yields exclusively yielding the 6-endo-dig product for most substrates. Moreover, selectivity for the 5-exo benzofuran product can be controlled by careful choice of gold catalyst. Current work is underway to investigate the mechanism of this reaction and expand its scope toward secondary and tertiary alcohols.

Gold(I) catalyzed synthesis of 1H-isochromenes

Macromolecular Chemistry: The Second Century

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ACS Spring 2020 National Meeting & Expo

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.