4.8 Article

Dehydrogenative Cross-Coupling Reaction by Cooperative Transition-Metal and Bronsted Acid Catalysis for the Synthesis of β-Quinolinyl α-Amino Acid Esters

Journal

ORGANIC LETTERS
Volume 16, Issue 18, Pages 4881-4883

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol502402s

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Funding

  1. MOST of China (973 program) [2011CB808600]
  2. National Natural Science Foundation of China [21372195]

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A novel dehydrogenative cross-coupling (DCC) reaction between methylquinoline derivatives and N-aryl glycine esters was developed by a cooperative catalysis of copper salt and Bronsted acid, affording an efficient synthesis of beta-quinolinyl alpha-amino acid esters. A plausible mechanism using a proton to activate the methylquinoline derivative and copper(II) to activate N-aryl glycine ester has been proposed.

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