1-8H-pyrano[3,2-g]benzoxazol-8-ones from 7-methoxyimino-4-methylchromene-2,8-dione

Add time:08/28/2019    Source:sciencedirect.com

7-Methoxyimino-4-methylchromene-2,8-dione 3, easily prepared from the quinone 1 reacts thermally with methylaromatics 5(a–g), benzyl derivatives 13(a–c), halo derivatives 14(a–c) to give mainly oxazolocoumarins. Products 8(a–d) are obtained from 5(a–d), 13(a–c). Compound 9 is obtained from 5(a–c) and 13(a–c), compounds 15(a–c) are obtained from 14(a–c), the aminophenol 10 and coumarin 16 are obtained from 5f and 14c respectively, while coumarin 12 is obtained from 5g. The reaction of 3 with N-methyl-aniline and N,N-dimethylbenzylamine gives compound 10 and 8a respectively.

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