volume 8 issue 47

Acid‐Catalyzed Tandem Ritter and Mannich Reactions for Direct Access to 3‐Aryl 3‐amidooxindoles from Isatin

Karu Sudheer Kumar 1, 2
Navyasree Pilli 1, 2
M. Chandrasekharam 1, 2
Publication typeJournal Article
Publication date2023-12-15
scimago Q3
wos Q3
SJR0.366
CiteScore3.0
Impact factor2.0
ISSN23656549
General Chemistry
Abstract

Three‐component tandem Ritter and Mannich reactions were developed for one‐pot arylation and acyl protected amination of isatin. The acid catalyzed reaction produced wide variety of 3‐aryl‐3‐amidooxindoles directly from commercially available isatin. The C3 functionalization of isatin is affected by condensation with electron rich arenes and nitriles or amides with concomitant C−C and C−N bonds formation. Substituted isatins, different nucleophiles (cyclic and acyclic N, N‐disubstituted arylamines), aliphatic nitriles, and amides expanded the scope of the reaction. The reaction is simple, general, efficient and can switch the amidation substrate from nitriles in Ritter reaction to amides in Mannich reaction.

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Sudheer Kumar K. et al. Acid‐Catalyzed Tandem Ritter and Mannich Reactions for Direct Access to 3‐Aryl 3‐amidooxindoles from Isatin // ChemistrySelect. 2023. Vol. 8. No. 47.
GOST all authors (up to 50) Copy
Sudheer Kumar K., Pilli N., Chandrasekharam M. Acid‐Catalyzed Tandem Ritter and Mannich Reactions for Direct Access to 3‐Aryl 3‐amidooxindoles from Isatin // ChemistrySelect. 2023. Vol. 8. No. 47.
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RIS Copy
TY - JOUR
DO - 10.1002/slct.202304188
UR - https://doi.org/10.1002/slct.202304188
TI - Acid‐Catalyzed Tandem Ritter and Mannich Reactions for Direct Access to 3‐Aryl 3‐amidooxindoles from Isatin
T2 - ChemistrySelect
AU - Sudheer Kumar, Karu
AU - Pilli, Navyasree
AU - Chandrasekharam, M.
PY - 2023
DA - 2023/12/15
PB - Wiley
IS - 47
VL - 8
SN - 2365-6549
ER -
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Cite this
BibTex (up to 50 authors) Copy
@article{2023_Sudheer Kumar,
author = {Karu Sudheer Kumar and Navyasree Pilli and M. Chandrasekharam},
title = {Acid‐Catalyzed Tandem Ritter and Mannich Reactions for Direct Access to 3‐Aryl 3‐amidooxindoles from Isatin},
journal = {ChemistrySelect},
year = {2023},
volume = {8},
publisher = {Wiley},
month = {dec},
url = {https://doi.org/10.1002/slct.202304188},
number = {47},
doi = {10.1002/slct.202304188}
}