5,5-Dimethylcyclohex-2-enone (1a) photocycloadds to ethylidenemalononitrile (2a) to give 5-oxobicyclo[4.2.0]octane-7,7-dicarbonitriles with slight preference, in analogy to results already described for light induced reactions between cyclohexenones and acrylonitrile (AN). In contrast, irradiation of 1a in the presence of isopropylidenemalononitrile (2b) leads to selective formation of the (opposed) 2-oxo regioisomers. Similar trends in product distribution regarding the orientation of addition are also observed in light-induced reactions of 2-alkynylcyclohexenone 1b with either 2a or 2b.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1039/b506022b | DOI Listing |
Publication Analysis
Top Keywords
photocycloaddition cyclohex-2-enones
4
cyclohex-2-enones alkylidenemalononitriles
4
alkylidenemalononitriles 11-dicyanoalkenes
4
11-dicyanoalkenes 55-dimethylcyclohex-2-enone
4
55-dimethylcyclohex-2-enone photocycloadds
4
photocycloadds ethylidenemalononitrile
4
ethylidenemalononitrile 5-oxobicyclo[420]octane-77-dicarbonitriles
4
5-oxobicyclo[420]octane-77-dicarbonitriles slight
4
slight preference
4
preference analogy
4
Similar Publications
Want AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!