ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The DIELS-ALDER adduct of 1,4-naphthoquinone and 5,5-dimethoxy-1,2,3,4-tetrachlorocyclopentadiene was transformed into the di-O-acetyl-dienol (80%) which, on oxidation with chromium trioxide, gave 2,3,4-trichloranthraquinone-1-carboxylic acid methylester (72%). Sodium dithionite treatment of this compound yielded 2,3-dichloroanthraquinone-1-carboxylic acid (80%). Pyrolysis of the DIELS-ALDER adduct and the diacetyldienol, followed by oxidation, led to 2,3,4-trichloroanthraquinone-1-carboxylic acid methylester (9,5%) and 1,2,3,4-tetrachloroanthraquinone (29%), respectively.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19650480421
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