A highly efficient and convenient
one-pot sonochemical synthetic
strategy has been sophisticated for synthesizing a novel class of
polysubstituted pyrazolo[1,5-
a
]pyridines via [3 +
2] cycloaddition of dialkyl acetylenedicarboxylates, ethyl propiolate,
and alkenes to 2-imino-1
H
-pyridin-1-amines under
catalyst-free conditions. A series of uniquely substituted pyrazolo[1,5-
a
]pyridines has been synthesized with a very good to excellent
yield, and the mechanistic pathway that involves a [3 + 2] annulation
process was also proposed. In this study, several spectroscopic tools
of analyses were employed for structure elucidation, and the X-ray
single-crystal technique was utilized to confirm the proposed mechanism
and the regioselectivity.