Abstract
Substituted 1,2-dihydroquinolines have been synthesised from substituted anilines and methyl pyruvate using catalytic amounts of commercially available Bi(OTf)3 as a catalyst under microwave-assisted conditions. This method is simple, easy to work up, inexpensive, with a broad substrate scope and short reaction times. The reaction provides 1,2-dihydroquinolines (19 examples) in good yields (34-97% yields).
Highlights
1,2-Dihydroquinoline derivatives have been found in numerous natural products and many of them have been shown to have biological activity.[1,2] In addition, 1,2-dihydroquinoline derivatives are versatile intermediates in organic chemistry
We report the synthesis of substituted 1,2-dihydroquinolines employing anilines and methyl pyruvates
Lewis acid or Bronsted acids are needed for the synthesis of 1,2- dihydroquinolines, as no reaction occurs without a catalyst
Summary
1,2-Dihydroquinoline derivatives have been found in numerous natural products and many of them have been shown to have biological activity.[1,2] In addition, 1,2-dihydroquinoline derivatives are versatile intermediates in organic chemistry. We report the synthesis of substituted 1,2-dihydroquinolines employing anilines and methyl pyruvates. Several solvents were employed in the reaction of para-phenoxy aniline and methyl pyruvate (Table 2).
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