ISSN:
0009-2940
Keywords:
Dihydroanthracene, benzylated
;
Fragmentation
;
Anthracenide Anthracene hydride
;
Aziridines
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The reaction of the title compound 1 with anthracene hydride AH- or anthracenide A-' leads to the formation of the ben- zylic anion 9 by fragmentation of the first generated substi- tution intermediate 7 or 8. In the reactions with AH- the carb- anion 9 is completely trapped by protonation with dihydroan- thracene AH2 yielding the reduction product 3 (N-benzoyl-phenethylamine).phenethylamine). In reactions with A-' as well as with naph- thalenide N-' the carbanion 9 either abstracts a proton from the solvent THF (yielding 3) or adds to the benzoyl group of unreacted 1 which finally results in P-benzamido-ct-phenyl- propiophenone (6).
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19901231121