ISSN:
0170-2041
Keywords:
[1]Benzopyrano[4,3-b]pyridines
;
4-Aminocoumarins
;
Knoevenagel reaction
;
Dimroth-like rearrangement
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The title compounds 5a-c and 7a-m have been prepared by Vilsmeier formylation of 4-aminocoumarins 1 yielding aldehydes 2, and subsequent condensation of 2 with C-H acids in the presence of piperidine. This condensation probably proceeds via the intermediate ylidenemalonic esters 4. By means of detailed 1H- and 13C-NMR studies a Dimroth-type rearrangement of intermediates 6f-m has been found to take place in the course of the formation of products 7f-m.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199219920138
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