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Org Biomol Chem ; 8(2): 419-27, 2010 Jan 21.
Article in English | MEDLINE | ID: mdl-20066279

ABSTRACT

Using scandium triflate and microwaves, the direct double dehydrocyclization of anthranilate-containing tripeptides was achieved, affording the total syntheses of (i) quinazolino[3,2-a]benzodiazepinediones (), (ii) diazepino[2,1-b]quinazolinediones (), and (iii) pyrazino[2,1-b]quinazolinediones () with good overall isolated yields (23-43%, 37-47% and 31-56%, respectively). Among the quinazolino[3,2-a]benzodiazepinediones synthesized, (sclerotigenin), (circumdatin F), and (asperlicin C) are natural products.


Subject(s)
Quinazolinones/chemistry , Quinazolinones/chemical synthesis , Alkaloids/chemical synthesis , Alkaloids/chemistry , Benzodiazepinones/chemical synthesis , Benzodiazepinones/chemistry , Magnetic Resonance Spectroscopy
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