Hypervalent iodine(III)-induced oxidative [4+2] annulation of o-phenylenediamines and electron-deficient alkynes: direct synthesis of quinoxalines from alkyne substrates under metal-free conditions

Hypervalent iodine(III)-induced oxidative [4+2] annulation of o-phenylenediamines and electron-deficient alkynes under metal-free conditions has been developed. The reaction allows for direct access to quinoxalines bearing two electron-withdrawing groups in an efficient manner.

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Bibliographic Details
Published inChemical communications (Cambridge, England) Vol. 49; no. 81; pp. 9266 - 9268
Main Authors Okumura, Sota, Takeda, Youhei, Kiyokawa, Kensuke, Minakata, Satoshi
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 18.10.2013
Subjects
Alkynes
Alkynes - chemistry
Bearing
Chemical reactions
Chemistry
Chemistry, Multidisciplinary
Cycloaddition Reaction
Electrons
Iodine - chemistry
Metals - chemistry
Organic chemistry
Oxidation-Reduction
Phenylenediamines - chemistry
Physical Sciences
Quinoxalines
Quinoxalines - chemistry
Science & Technology
Synthesis
AMINATION
ENAMINONES
CHEMISTRY
BOND FORMATION
IODINE
DERIVATIVES
PYRAZINE
AROMATIC-AMINES
C-H
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Summary:Hypervalent iodine(III)-induced oxidative [4+2] annulation of o-phenylenediamines and electron-deficient alkynes under metal-free conditions has been developed. The reaction allows for direct access to quinoxalines bearing two electron-withdrawing groups in an efficient manner.
Bibliography:KAKEN
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1359-7345
1364-548X
DOI:10.1039/c3cc45469j