Preparation and Synthetic Applications of Phototropone

Lowe, Jack P and Halcovitch, Nathan R and Coote, Susannah C (2023) Preparation and Synthetic Applications of Phototropone. Journal of Organic Chemistry, 88 (13). pp. 9514-9517. ISSN 0022-3263

Abstract

An optimized multigram-scale route to phototropone (bicyclo[3.2.0]hepta-2,6-dien-7-one) is reported via the 4-π-photocyclization of tropone complexed to Lewis acid. Phototropone is a highly versatile molecular building block, and its conversion into 18 novel derivatives using standard transformations is demonstrated, allowing access to a variety of rigid bicyclic scaffolds.