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PHOTOCHEMICAL N-DEALKYLATION REACTIONS OF ACTINOMYCIN ANALOGUES.
Final rept. 26 Dec 61-24 Sep 65.
RESEARCH TRIANGLE INST DURHAM N C
Pagination or Media Count:
Conclusions Irradiation of 2-monoalkylaminophenoxaz-3-ones leads to tetracyclic oxazolo or oxazolinophenoxazines depending on the constitution of the monoalkylamino substituent. The presence of a 2-dialkylamino substituent in the same substrate increases the photo-reactivity of these phenoxazones, probably due to increased steric interaction with the ortho substituents. In this series also the initial step of the photochemical reaction appears to be that of hydrogen abstraction from the dialkylamino group by the excited quinone carbonyl group. The subsequent course of the reaction depends upon the nature of the dialkylamino grooup. This work provides a synthesis of novel pentacyclic compounds not easily accessible by other methods. The results indicate that the overall course of the photochemical reaction is influenced by the nature of the ortho substituent. Author
APPROVED FOR PUBLIC RELEASE