Journal of Organic Chemistry p. 7148 - 7162 (2021)
Update date:2022-08-03
Topics:
Chheda, Pratik R.
Kummer, David A.
Nishimura, Rachel T.
McClure, Kelly J.
Venkatesan, Hariharan
A one-pot, Hantzsch ester-mediated Knoevenagel condensation-reduction reaction has been developed for alkylation of a wide range of substituted 2,4-quinoline diols and 2,4-pyridine diols with aldehydes. The process is operationally simple to perform, scalable, and provides highly useful C-3 alkylated quinoline and pyridine diols in yields of 58-92%. The alkylation products can be converted to 2,4-dihaloquinoline and pyridine substrates for further functionalization.
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