NaI-mediated divergent synthesis of isatins and isoindigoes: a new protocol enabled by an oxidation relay strategy

A new approach for the synthesis of isatins and isoindigoes by an inexpensive and environmentally friendly NaI-mediated transformation is disclosed. The selectivity could be switched by simply varying the solvent, and isatins (using THF) and isoindigoes (using DMSO) could be obtained in moderate to...

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Published inChemical communications (Cambridge, England) Vol. 54; no. 59; pp. 8265 - 8268
Main Authors Zhang, Hong-hua, Wang, Yong-qiang, Huang, Long-tao, Zhu, Long-qing, Feng, Yi-yue, Lu, Ying-mei, Zhao, Quan-yi, Wang, Xue-qiang, Wang, Zhen
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 2018
Royal Society of Chemistry
Subjects
Chemistry
Chemistry, Multidisciplinary
Oxidation
Physical Sciences
Science & Technology
Synthesis
S BOND FORMATION
CATALYZED SYNTHESIS
EFFICIENT SYNTHESIS
IODINE
DOMINO APPROACH
DIRECT ACCESS
C-H FUNCTIONALIZATION
DERIVATIVES
METAL-FREE
INDOLES
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Summary:A new approach for the synthesis of isatins and isoindigoes by an inexpensive and environmentally friendly NaI-mediated transformation is disclosed. The selectivity could be switched by simply varying the solvent, and isatins (using THF) and isoindigoes (using DMSO) could be obtained in moderate to excellent yields.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1359-7345
1364-548X
DOI:10.1039/c8cc04471f