A facile synthesis of dihydrobenzofuranols by photocyclization of (2-alkoxy-5-methyl-phenyl)(aryl) methanone and ethyl 2-aroyl-4-methylphenyloxyacetates
โ Scribed by S. Shashikanth; B. S. Sudha; S. A. Khanum
- Publisher
- John Wiley and Sons
- Year
- 2005
- Tongue
- English
- Weight
- 96 KB
- Volume
- 16
- Category
- Article
- ISSN
- 1042-7163
- DOI
- 10.1002/hc.20111
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โฆ Synopsis
Irradiation of 2-alkoxy substituted ben- zophenones 2a-f and ethyl 2-aroyl-4-methylphenyloxyacetates 2g-i in benzene and in acetonitrile underwent photocyclization to substituted dihydrobenzofuranols 3a-i with 3a-c in very less yield being racemate and 3d-i in good yield being mixture of cis-trans isomers showing high stereoselectivity in benzene and decreased stereoselectivity in acetonitrile.
๐ SIMILAR VOLUMES
We report here a convenient and efficient two-step synthesis of 1-aryl-2-arylamino-4-alkyl/phenyl-5aroyl-1H-imidazoles from easily available amidinothioureas. Guanylation of amidinothioureas 1 using mercury(II) chloride as a thiophile yielded amidinoguanidines 2, which reacted with various phenacyl