- Synthesis of [5,6]-fused pyridocoumarins through aza-Claisen rearrangement of 6-propargylaminocoumarins
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[5,6]-Fused pyridocoumarins are prepared through aza-Claisen rearrangement and subsequent in situ cyclization of 6-propargylaminocoumarins under microwave irradiation in the presence of boron trifluoride diethyl etherate in N,N-dimethylformamide. During this process demethoxycarbonylation is observed in the corresponding 4-carbomethoxycoumarin derivatives.
- Symeonidis, Theodoros S.,Kallitsakis, Michael G.,Litinas, Konstantinos E.
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- Synthesis of quinolines and fused pyridocoumarins from N-propargylanilines or propargylaminocoumarins by catalysis with gold nanoparticles supported on TiO2
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[5,6]-Fused pyridocoumarins are prepared under mild conditions in excellent yields through the activation of the triple bond of 6-propargylaminocoumarins by gold nanoparticles supported on TiO2. The analogous reaction of N-propargylanilines with Au/TiO2 or Au/Al2O3 resulted in the formation of quinolines.
- Symeonidis, Theodoros S.,Lykakis, Ioannis N.,Litinas, Konstantinos E.
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p. 4612 - 4616
(2013/06/26)
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- Regioselective synthesis of annulated quinoline and pyridine derivatives by silver-catalyzed 6-endo-dig cycloisomerization
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3H-pyrano[3,2-f]quinoline-3-one, 4-methyl-4,7-phen-anthrolin-3(4H)-one, and 1,3-dimethylpyrido[3,2-d]pyrimidine-2,4(1H,3H)-dione derivatives have been synthesized by hitherto unreported silver-catalyzed 6-endo-dig mode of cycloisomerization from various N-propargylated heterocyclic compounds. The silver-catalyzed reaction provides the synthesis of potential bioactive compounds in excellent yields. Georg Thieme Verlag Stuttgart - New York.
- Majumdar,Nandi, Raj Kumar,Ganai, Sintu,Taher, Abu
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supporting information; experimental part
p. 116 - 120
(2011/03/20)
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- Electrocyclization of cis-dienals in organic synthesis: A new and versatile synthetic method for the preparation of aryl- and heteroaryl-fused coumarins
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Benzo-, furo-, thieno-, and pyrido[f]coumarins were prepared by generating the 2H-pyran-2-one moieties from the oxidation of the corresponding 2H-pyran rings, which were formed in situ from the electrocyclization of cis-dienals.
- Hon, Yung-Son,Tseng, Tze-Wei,Cheng, Chia-Yi
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supporting information; experimental part
p. 5618 - 5620
(2010/01/31)
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