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

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.

Authors

Institutions

Publication Details

Journal
ChemistrySelect
Published
2025-02-01
DOI
https://doi.org/10.1002/slct.202405996
Citations
5
Primary Topic
Oxidative Organic Chemistry Reactions
Type
article
Field-Weighted Citation Impact
4.68
Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

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

Anil K. Kinage, Baliram R. Patil, Chandrakant B. Nichinde, Suryakant S. Chaudhari et al.
5 citations
ChemistrySelect
Oxidative Organic Chemistry Reactions
4.68
article

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

Anil K. Kinage, Baliram R. Patil, Chandrakant B. Nichinde, Suryakant S. Chaudhari, Amardipsing S. Girase
article en
5 citations

Abstract

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.

ChemistrySelectVol. 10(6)
National Chemical Laboratory (IN), Academy of Scientific and Innovative Research (IN)
Openalex Percentile: Top 6%
Oxidative Organic Chemistry Reactions
4.68
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.