Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 75, Issue 22, Pages 7785-7795Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo101572c
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Funding
- Council of Scientific and Industrial Research [01(2260)/08/EMR-II]
- Department of Science and Technology, New Delhi [SR/S1/OC-66/2009]
- CSIR, New Delhi
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An efficient and highly convergent route to dihydropyrimidinones (DHPMs) and hitherto unreported dihydropyridopyrimidinones has been developed by one-pot, three-component cyclocondensation of aromatic aldehydes, beta-oxodithioesters, and urea/6-amino-1,3-dimethyluracil in the presence of recyclable SiO2-H2SO4 On the other hand, salicylaldehyde, beta-oxodithioester, and urea reacted under similar conditions to afford the 3-aroyl/heteroaroyl-2H-chromen-2-thiones in high yields instead of Biginelli product The attractive feature of this approach is the synthesis of three important bioactive heterocyclic frameworks from the same beta-oxodithioester under the similar reaction conditions, making this new strategy highly useful in diversity-oriented synthesis (DOS)
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