B-2(OH)(4)-mediated one-pot synthesis of tetrahydroquinoxalines from 2-amino(nitro)anilines and 1,2-dicarbonyl compounds in water

A practical one-pot synthesis of tetrahydroquinoxalines from readily available 2-amino(nitro) anilines and 1,2-dicarbonyl compounds mediated by diboronic acid with water as both a solvent and a hydrogen donor under metal-free conditions has been discovered. The deuterium labeling experiments with D2...

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Published inORGANIC CHEMISTRY FRONTIERS Vol. 4; no. 11; pp. 2175 - 2178
Main Authors Liu, Sensheng, Zhou, Yanmei, Sui, Yuebo, Liu, Huan, Zhou, Haifeng
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 01.11.2017
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
TI-III
CATALYZED TRANSFER HYDROGENATION
ACID
RECEPTOR
SELECTIVE REDUCTION
ASYMMETRIC HYDROGENATION
INHIBITORS
HETEROAROMATIC-COMPOUNDS
QUINOXALINES
N-HETEROCYCLES
Online AccessGet more information
ISSN2052-4129
DOI10.1039/c7qo00604g

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Summary:A practical one-pot synthesis of tetrahydroquinoxalines from readily available 2-amino(nitro) anilines and 1,2-dicarbonyl compounds mediated by diboronic acid with water as both a solvent and a hydrogen donor under metal-free conditions has been discovered. The deuterium labeling experiments with D2O were also performed to demonstrate that water acts as the hydrogen donor.
ISSN:2052-4129
DOI:10.1039/c7qo00604g