KMID : 1059520220660060442
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Journal of the Korean Chemical Society 2022 Volume.66 No. 6 p.442 ~ p.450
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Diversification of 4,5-disubstituted Pyrrolo[3,2-d]-pyrimidines by Microwave Assisted Metal Catalyzed Reaction
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Byeon Jeong-Seob
Yum Eul-Kgun Kim Yeong-Joon
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Abstract
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Diverse pyrrolo[3,2-d]pyrimidines that are expected to exhibit bioactivity were synthesized through O-aryla- tion and Suzuki coupling reactions. Microwave-assisted O-arylation was successfully performed using a Cu metal catalyst, so that 4 position of pyrrolo[3,2-d]pyrimidine could be substituted with phenol group. In addition, 4-aryl substituted pyrrolo[3,2- d]pyrimidines were synthesized with good to excellent yields by microwave-assisted Suzuki coupling reaction using a Pd metal catalyst. By using microwaves as reaction conditions for diversification of derivatives, it was possible to dramatically overcome the disadvantages of traditional heat reactions of long reaction times and heat transfer efficiency problems. The result of this study can be used to be diversify pyrrolo[3,2-d]pyrimidine derivatives, which are expected to play an important role in the drug discovery research.
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KEYWORD
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Microwave heating, O-arylation, Suzuki coupling, pyrrolo[3, 2-d]pyrimidine
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