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I2/O2-Promoted Domino Reactions of Isatins or 3-Hydroxyindolin-2-one Derivatives with Enaminones.

Authors :
Wen-Juan Hao
Jian-Qiang Wang
Xiao-Ping Xu
Shi-Lei Zhang
Shun-Yi Wang
Shun-Jun Ji
Source :
Journal of Organic Chemistry. 12/20/2013, Vol. 78 Issue 24, p12362-12373. 6p.
Publication Year :
2013

Abstract

I2-promoted domino reactions of isatins or 3-hydroxyindolin-2-one derivatives with enaminones under O2 conditions have been established. The reactions of isatins with enaminones afforded functionalized tetracyclic pyrrolo[2,3,4-kl]acridine derivatives in moderate to good yields through domino cyclization and C-H oxidation. The reactions of 3-hydroxyindolin-2-one derivatives with enaminones proceeded well to give functionalized pyrrolo[2,3,4-kl]acridine derivatives via tandem ring-opening/recyclization/methyl migration sequences with two C-C bonds cleaved. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00223263
Volume :
78
Issue :
24
Database :
Academic Search Index
Journal :
Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
93460747
Full Text :
https://doi.org/10.1021/jo401773j