ISSN:
0021-8383
Schlagwort(e):
Chemistry
;
Organic Chemistry
Quelle:
Wiley InterScience Backfile Collection 1832-2000
Thema:
Chemie und Pharmazie
Notizen:
The reaction of triethyl and trimethyl phosphites with 10-methyleneanthrone 1a, 10-benzylideneanthrone 1b, 10-(p-chlorobenzylidene)anthrone 1c, 10-(p-methoxybenzylidene)anthrone 1d and 10-(diphenylmethylene)anthrone 1e, has been investigated. Depending on the experimental conditions, reaction of 1a with triethyl phosphite gives diethyl (10-ethoxy-9-anthryl)methylphosphonate 3a and/or the spiroanthrone 8a, whereas, with trimethyl phosphite, dimethyl [(9, 10-dihydro-10-oxo-9-anthryl)methyl]phosphonate 11a is formed. Compound 1b on reaction with trimethyl phosphite yields dimethyl [α-(9,10-dihydro-10-oxo-9-anthryl) benzyl]phosphonate 11b. Reaction of 1c with triethyl phosphite and trimethyl phosphite gives rise to diethyl [p-chloro-α-(10-ethoxy-9-anthryl)benzyl]phosphonate 3c and dimethyl [p-chloro-α-(9,10-dihydro-10-oxo-9-anthryl)benzyl]phosphonate 11c respectively. Compounds 1d and 1e did not react with alkyl phosphites.Possible reaction mechanisms are considered and the structural assignments are based on analytical and spectroscopic results.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1002/prac.19743160305
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