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Bismuth triflate–L(−)‐proline catalyzed synthesis of chiral 2,5‐diaryl‐2,3‐dihydropyrano[2,3‐b]quinolin‐4‐ones
Author(s) -
Mahajan Nitu,
Koul Surrinder,
Razdan Tej K.
Publication year - 2011
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.762
Subject(s) - chemistry , trifluoromethanesulfonate , aldehyde , yield (engineering) , bismuth , catalysis , proline , medicinal chemistry , organic chemistry , combinatorial chemistry , amino acid , biochemistry , materials science , metallurgy
The synthesis of chiral (2 R ) 2,5‐diaryl‐2,3‐dihydropyrano[2,3‐b]quinolin‐4‐ones, was achieved, at ambient temperature, by the reaction of 3‐acetyl‐4‐aryl‐carbostyril and an aldehyde, in the presence of bismuth triflate–L(−)‐proline complex, formed in situ . The products were obtained in 62–78% yield with high enantioselectivity (72–96% ee). J. Heterocyclic Chem., (2011).
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