- Synthesis of 4-Substituted Coumarins, 3a,8a-Dihydrofurobenzofuran-2(3H)-ones and 2,3,3a,8a-Tetrahydrobenzofuropyrrol-2(1H)-ones
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Oxidation of methylcoumarins (I) with SeO2 shows that the methyl group in position-4 is selectively oxidised to CHO but methyl groups in other positions remain unaffected.However, a bulky substituent in position-3 hampers oxidation of CH3 in position-4.A large number of derivatives (III to XIV) of II have been prepared by making use of the reactivity of CHO function. 3a,8a-Dihydrofurobenzofuran-2(3H)-ones (XVa-c) and 2,3,3a,8a-tetrahydrobenzofuropyrrol-2(1H)-ones (XVIa-c) have been synthesised by the action of zinc and acetic acid on II and III, respectively.
- Joshi, S. D.,Usgaonkar, R. N.
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p. 399 - 402
(2007/10/02)
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