NUCLEOPHILIC ADDITION REACTIONS ON 3-CARBETHOXY- 5,7-DIMETHOXYCOUMARIN

3-Carbethoxy-5,7-dimethoxycoumarin (2) underwent Michael addition and addition-cyclization of some active methylene compounds under different reaction conditions to give the adducts (3-7). Addition of phenylmagnesium bromide onto (2) yielded the tertiary alcohol (8). Addition of ammonia derivatives...

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Bibliographic Details
Published in:Synthetic communications 2002-01, Vol.32 (5), p.679-688
Main Authors: Hassan, M. A., Shiba, S. A., Harb, N. S., Abou-El-Regal, M. K., El-Metwally, S. A.
Format: Article
Language:English
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Summary:3-Carbethoxy-5,7-dimethoxycoumarin (2) underwent Michael addition and addition-cyclization of some active methylene compounds under different reaction conditions to give the adducts (3-7). Addition of phenylmagnesium bromide onto (2) yielded the tertiary alcohol (8). Addition of ammonia derivatives on (2) afforded the 3-carboxamides (9a-c) and azine (10). Furthermore, alcoholysis and hydrolysis yielded the coumarins (11a-c).
ISSN:0039-7911
1532-2432
DOI:10.1081/SCC-120002505