ISSN:
0009-2940
Keywords:
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Reaction of Benzofuroxan with KetonesReaction of branched-chain ketones 4 with benzofuroxan (1) in the presence of ammonia yields o-quinoid 2-amino-2,3-dihydro-2,3,3-trialkylquinoxaline 1,4-dioxides 6. The same procedure with KOH catalysis gives the corresponding 2-hydroxy compounds. A synthesis of spiro compounds 16 by using acetylcycloalkanes 15 in this reaction is described. Under different reaction conditions. the reduction products of these compounds were 1,2-dihydro-2,2,3-trialkyl-1-quinoxalinol 4-oxides 19, 22, 23, 1,2,3,4-tetrahydro-2,2,3-trialkylquinoxalines 21, 24, 25 and 1,2-dihydro-2,2,3-trialkylquinoxalines 20, 26.
Notes:
Durch Umsetzung von verzweigten Ketonen 4 mit Benzofuroxan (1) in Gegenwart von Ammoniak werden o-chinoide 2-Amino-2,3-dihydro-2,3,3,-trialkylchinoxalin-1,4-dioxide (6), in Gegenwart von KOH die analogen 2-Hydroxyverbindungen erhalten. Der Einsatz von Acetylcycloalkanen (15) führt zur Synthese von Spiroverbindungen 16. Als Reduktionsprodukte der genannten Verbindungen werden 1,2-Dihydro-2,2,3-trialkyl-1-chinoxalinol-4-oxide 19, 22, 23, 1,2,3,4-Tetrahydro-2,2,3-trialkylchinoxaline 21, 24, 25 und 1,2-Dihydro-2,2,3-trialkylchinoxaline 20, 26 bei unterschiedlichen Reaktionsbedingungen erhalten.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19811140127
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