Research Article

Catalytic Synthesis of Pyrano- and Furoquinolines Using Nano Silica Chromic Acid at Room Temperature

Table 4

The effectiveness of temperature in the synthesis of pyranoquinolines (Table 1, Entry 4, compounds 4a and 5a) in THF as solvent.

EntryCatalystTemp (°C) aYield (%)Time (min) bProduct ratio
4a : 5a (trans : cis)

1Nano SCA25946590 : 10
2Nano SCAReflux97.55292 : 8
3ZnOReflux64.59168 : 32
4ZnO2560.510961 : 39
5H2SO4Reflux868884 : 26
6H2SO425809979 : 21
7Bi(OTf)3Reflux79.59271 : 39
8Yb(OTf)3Reflux84.59666 : 34
9FreeReflux4311658 : 42
10Free253616849 : 51

Isolated yield. bIsomers were separated by column chromatography.
bRatio of the product was determined from the crude 1H NMR spectra.