Asymmetric Synthesis of Spiro [indoline‐3,1′‐pyrazolo[1,2‐ <i>a</i> ] pyridazine] Derivatives via Organocatalytic One‐Pot Domino Reaction

Asymmetric synthesis of spiro [indoline‐3,1′‐pyrazolo[1,2‐ a ] pyridazine] derivatives was first developed through an organocatalysed domino Knoevenagel/Michael/cyclization reaction using a quinine‐derived squaramide. Under the optimized conditions, the three‐component reaction of isatins, the active methylene compounds and maleic hydrazide yields the new type of spiro‐heterocycle compounds in middle yields (55%–70%) with up to 98% enantiomer excess (ee).

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2026-06-17
DOI
https://doi.org/10.1002/ejoc.70631
Primary Topic
Synthesis and Reactivity of Heterocycles
Type
article
Field-Weighted Citation Impact
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article

Asymmetric Synthesis of Spiro [indoline‐3,1′‐pyrazolo[1,2‐ a ] pyridazine] Derivatives via Organocatalytic One‐Pot Domino Reaction

Luying Song, Ying Jin, Liming Wang, Hongming Cui et al.
European Journal of Organic Chemistry
Synthesis and Reactivity of Heterocycles
article

Asymmetric Synthesis of Spiro [indoline‐3,1′‐pyrazolo[1,2‐ a ] pyridazine] Derivatives via Organocatalytic One‐Pot Domino Reaction

Luying Song, Ying Jin, Liming Wang, Hongming Cui, Yuqing Lei
article en

Abstract

Asymmetric synthesis of spiro [indoline‐3,1′‐pyrazolo[1,2‐ a ] pyridazine] derivatives was first developed through an organocatalysed domino Knoevenagel/Michael/cyclization reaction using a quinine‐derived squaramide. Under the optimized conditions, the three‐component reaction of isatins, the active methylene compounds and maleic hydrazide yields the new type of spiro‐heterocycle compounds in middle yields (55%–70%) with up to 98% enantiomer excess (ee).

European Journal of Organic Chemistry
Yanbian University (CN), Jilin Medical University (CN)
Life below water
Openalex Percentile: Top 12%
Synthesis and Reactivity of Heterocycles
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