Reaction of singlet oxygen with enolic tautomers of β-dicarbonyls. α-hydroxylation of 2-acyl- and 2-carboalkoxy-3,4-dihydronaphthalen-1(2H)-ones
✍ Scribed by Michikazu Yoshioka; Takashi Nishioka; Tadashi Hasegawa
- Publisher
- Elsevier Science
- Year
- 1991
- Tongue
- French
- Weight
- 178 KB
- Volume
- 32
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
2-Ethoxy-3,4-dihydro-2H-pyran-6-carbonitriles are obtained in high yield by stereospecific endo-mode cycloadditions of ccJ-unsaturated acyl cyanides and ethyl vinyl cther at room temperature. The nitrile group is converted to some other functionalities.
N-t-Butylacetamidines 1 on heating with methyl acrylate (2) at 200˚ gave the 4,5-dihydro-3H-pyridin-2one derivatives 5. Michael addition of the acetamidines 1 as their ene-1,1-diamine tautomers 1' to 2 and the subsequent cyclization of the adducts gave derivatives 5. Amidines 1 on reaction with trim