Photoassisted access to complex polyheterocycles containing a β-lactam moiety.

J Photochem Photobiol A Chem

Department of Chemistry and Biochemistry, University of Denver, Denver, CO 80208.

Published: October 2016

Intramolecular cycloadditions of aza-o-xylylenes generated via excited state intramolecular proton transfer (ESIPT) to furanacetic acid-based unsaturated pendants was shown to overcome the unfavorable energetics of the azetidinone ring formation, offering rapid access to β-lactams as primary photoproducts. These 2,3- and 3,4-dihydrofuran-containing reactive intermediates are suitable for a broad spectrum of postphotochemical transformations yielding complex polyheterocyclic molecular architectures possessing the β-lactam moiety.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5731649PMC
http://dx.doi.org/10.1016/j.jphotochem.2016.07.004DOI Listing

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