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Sequential Synthesis, Olfactory Properties, and Biological Activity of Quinoxaline Derivatives.


ABSTRACT: A simple, practical, and rapid access to quinoxalin-2-ones 1, 1,2,3,4-tetrahydroquinoxalines 2, quinoxalines 3, and quinoxalin-2(1H)-ones 4 has been achieved, based on the copper-catalyzed quinoxalinone formation of 2-haloanilines and amino acids followed by their reduction and oxidation. The olfactory properties and lipid accumulation inhibitory activity in cultured hepatocytes of the quinoxaline derivatives were also evaluated.

SUBMITTER: Imanishi M 

PROVIDER: S-EPMC6044855 | biostudies-literature | 2017 May

REPOSITORIES: biostudies-literature

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Sequential Synthesis, Olfactory Properties, and Biological Activity of Quinoxaline Derivatives.

Imanishi Mia M   Sonoda Motohiro M   Miyazato Hironari H   Sugimoto Keiichiro K   Akagawa Mitsugu M   Tanimori Shinji S  

ACS omega 20170508 5


A simple, practical, and rapid access to quinoxalin-2-ones <b>1</b>, 1,2,3,4-tetrahydroquinoxalines <b>2</b>, quinoxalines <b>3</b>, and quinoxalin-2(1<i>H</i>)-ones <b>4</b> has been achieved, based on the copper-catalyzed quinoxalinone formation of 2-haloanilines and amino acids followed by their reduction and oxidation. The olfactory properties and lipid accumulation inhibitory activity in cultured hepatocytes of the quinoxaline derivatives were also evaluated. ...[more]

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