285567-96-6Relevant academic research and scientific papers
Alternative synthesis and novel oxidizing ability of 6,9-disubstituted cyclohepta[b]pyrimido[5,4-d]pyrrole-8(6H),10(9H)-dione derivatives
Naya, Shin-Ichi,Iida, Yusuke,Nitta, Makoto
, p. 459 - 467 (2007/10/03)
Synthesis of 6,9-disubstituted cyclohepta[b]pyrimido[5,4-d]pyrrole-8(6H), 10(9H)-diones 7a-g was accomplished by ring opening and ring closure sequences of 9-substituted cyclohepta[b]pyrimido[5,4-d]furan-8,10(9H)-dione derivatives induced by several amines. Furthermore, alternative synthetic methodology for compounds 7a-e was also accomplished by single-step reaction of 2-chlorotropone with 6-aminouracil derivatives under mild conditions. X-ray crystal analysis of 7a was carried out to clarify the structural characteristics. The properties of 7a-e were studied by the UV-vis spectra and reduction potentials (-1.24 to -1. 39 V vs Ag/AgNO3). Novel photo-induced oxidation reaction of 7a-d toward some amines under aerobic conditions was carried out to give the corresponding imines in more than 100% yield [based on compounds 7a-d], suggesting the oxidation reaction occurs in an autorecycling process.
Studies on pyrimidine-annulated heterocycles: A short synthesis of novel 6,9-disubstituted cyclohepta[b]pyrimido[5,4-d]pyrrole-8(6h),10(9H)-diones
Nitta, Makoto,Tajima, Yohei
, p. 651 - 654 (2007/10/03)
A number of 6,9-disubstituted cyclohepta[b]pyrimido[5,4-d]pyrrole- 8(6H),10(9H)-dione derivatives have been synthesized in good to moderate yields by the reaction of 6-amino-3-methyluracil derivatives with 2- chlorotropone in an enamine-alkylation process
