volume 10 issue 6 publication number e202405996

Efficient Synthesis of 3,3′‐Spirooxindole γ‐Butyrolactone via Rongalite‐Mediated Domino Reductive Aldol and Spiro‐Lactonization Reactions

Suryakant S. Chaudhari 1, 2
Chandrakant B. Nichinde 1, 2
Baliram R. Patil 1, 2
Amardipsing S. Girase 1
A.K Kinage 1, 2
Publication typeJournal Article
Publication date2025-02-06
scimago Q3
wos Q3
SJR0.366
CiteScore3.0
Impact factor2.0
ISSN23656549
Abstract

In this study, we develop a novel methodology involving rongalite‐mediated domino reductive/aldol reaction, followed by spiro‐lactonization of 2‐oxoindolin‐3‐ylidene acetates/malonates in presence of base to synthesis of 3,3′‐spirooxindole γ ‐butyrolactone. The detail study, such as effect of solvent, effect of different base and substrate has been carried out. Scale up of this methodology is also done. Sodium hydroxymethanesulfinate dihydrate (rongalite) concurrently has a dual role in this context; it acts as a reducing agent as well as C1 synthon. This approach offers several advantages, such as being metal‐ and catalyst‐free, involving a simple reaction protocol, having a wide substrate scope, using water as a green solvent, and providing good to excellent yields of the products under mild reaction conditions.

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Chaudhari S. S. et al. Efficient Synthesis of 3,3′‐Spirooxindole γ‐Butyrolactone via Rongalite‐Mediated Domino Reductive Aldol and Spiro‐Lactonization Reactions // ChemistrySelect. 2025. Vol. 10. No. 6. e202405996
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Chaudhari S. S., Nichinde C. B., Patil B. R., Girase A. S., Kinage A. Efficient Synthesis of 3,3′‐Spirooxindole γ‐Butyrolactone via Rongalite‐Mediated Domino Reductive Aldol and Spiro‐Lactonization Reactions // ChemistrySelect. 2025. Vol. 10. No. 6. e202405996
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TY - JOUR
DO - 10.1002/slct.202405996
UR - https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/slct.202405996
TI - Efficient Synthesis of 3,3′‐Spirooxindole γ‐Butyrolactone via Rongalite‐Mediated Domino Reductive Aldol and Spiro‐Lactonization Reactions
T2 - ChemistrySelect
AU - Chaudhari, Suryakant S.
AU - Nichinde, Chandrakant B.
AU - Patil, Baliram R.
AU - Girase, Amardipsing S.
AU - Kinage, A.K
PY - 2025
DA - 2025/02/06
PB - Wiley
IS - 6
VL - 10
SN - 2365-6549
ER -
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@article{2025_Chaudhari,
author = {Suryakant S. Chaudhari and Chandrakant B. Nichinde and Baliram R. Patil and Amardipsing S. Girase and A.K Kinage},
title = {Efficient Synthesis of 3,3′‐Spirooxindole γ‐Butyrolactone via Rongalite‐Mediated Domino Reductive Aldol and Spiro‐Lactonization Reactions},
journal = {ChemistrySelect},
year = {2025},
volume = {10},
publisher = {Wiley},
month = {feb},
url = {https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/slct.202405996},
number = {6},
pages = {e202405996},
doi = {10.1002/slct.202405996}
}