Photolysis of α-aryloxy-ketones
- 1 January 1970
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- No. 1,p. 155-158
- https://doi.org/10.1039/j39700000155
Abstract
Irradiation of aryloxy-ketones ArO·CHR1·COR2(R1= H, alkyl, or Ph; R2= alkyl or Ph) in methanol caused fission of the C–OAr bond to give a phenol (ArOH), a ketone (R1CH2·COR2), and a product of ortho-rearrangement which cyclised during work-up to a substituted benzofuran. The benzofurans were also synthesised by cyclisation of suitable aryloxy-ketones in polyphosphoric or sulphuric acid. In a few cases, aryloxy-ketones gave the corresponding dimethyl acetals [ArO·CHR1·C(OMe)2R2] upon irradiation.Keywords
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