5
Scheme 3. Plausible reaction mechanism
O
O
O
O
O
O
1a
DBU
-H+
N
N
N
OEt
OEt
O
C
OEt
2a
2a'
O
O
O
O
H
ring-open
DBU
dehydroaromatization
N
N
OH
N
isomerization
OH
OEt
OEt
O
O
O
OEt
3aa
E
D
In conclusion, we have developed a novel method for the synthesis of complex indolizines bearing a phenolic hydroxyl group from
various chromones and halogenated pyridinium salts via 1,3-dioplar cycloaddition under the mild conditions. This protocol is
compatible with a wide range of functional groups and represents a simple, efficient, and economical method of producing biologically
active indolizines derivatives with moderate to good yields. Moreover, the obtained products could be easily functionalized under the
suitable conditions.
Acknowledgements
This work was supported by the National Natural Science Foundation of China (No.21572217).
Supplementary data
Supplementary data associated with this article can be found, in the online version, at http://dx.doi.org/10.1016/j.tetlet.****
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