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Photoassisted access to complex polyheterocycles containing a β-lactam moiety

Paper ID Volume ID Publish Year Pages File Format Full-Text
25994 43926 2016 7 PDF Available
Title
Photoassisted access to complex polyheterocycles containing a β-lactam moiety
Abstract

•ESIPT-generated aza-o-xylylenes add to tethered furanacetic unsaturated pendants.•Complex polyheterocyclic β-lactams are formed despite the unfavorable energetics.•Postphotochemical transformations offer additional increase of molecular complexity.•Complex molecular architectures are accessible via few experimentally simple steps.

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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Photoassisted access to complex polyheterocycles containing a β-lactam moiety
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 329, 1 October 2016, Pages 182–188
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
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Full-text PDF Download
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Any Questions? feel free to contact us