Sc(OTf)<sub>3</sub>‐Catalyzed Tunable Thio‐(3+3) Annulation Reactions of Indoline‐2‐thiones with α‐Benzylidene‐β‐tetralones

Abstract A Sc(OTf) 3 ‐catalyzed tunable thio‐Michael addition/nucleophilic addition/dehydration reaction of indoline‐2‐thiones with α‐benzylidene‐β‐tetralones was realized, leading to biologically important tetrahydrobenzo[7,8]isothiochromeno[3,4‐b]indoles and thiazino[3,2‐a]indoles in moderate to good yields. Moreover, by extending the reaction time, the dehydrogenated cycloadducts dihydrobenzo[7,8]isothiochromeno[3,4‐b]indoles were also obtained from the reaction of indoline‐2‐thiones with α‐benzylidene‐β‐tetralones.

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Publication Details

Journal
Asian Journal of Organic Chemistry
Published
2024-12-12
DOI
https://doi.org/10.1002/ajoc.202400452
Citations
1
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
0.25

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article

Sc(OTf)3‐Catalyzed Tunable Thio‐(3+3) Annulation Reactions of Indoline‐2‐thiones with α‐Benzylidene‐β‐tetralones

Haojie Ma, Yan Jiang, Yi Yang, Chen-Ying Zhai et al.
1 citations
Asian Journal of Organic Chemistry
Sulfur-Based Synthesis Techniques
0.25
article

Sc(OTf)3‐Catalyzed Tunable Thio‐(3+3) Annulation Reactions of Indoline‐2‐thiones with α‐Benzylidene‐β‐tetralones

Haojie Ma, Yan Jiang, Yi Yang, Chen-Ying Zhai, Xuelong Wang
article en
1 citations

Abstract

Abstract A Sc(OTf) 3 ‐catalyzed tunable thio‐Michael addition/nucleophilic addition/dehydration reaction of indoline‐2‐thiones with α‐benzylidene‐β‐tetralones was realized, leading to biologically important tetrahydrobenzo[7,8]isothiochromeno[3,4‐b]indoles and thiazino[3,2‐a]indoles in moderate to good yields. Moreover, by extending the reaction time, the dehydrogenated cycloadducts dihydrobenzo[7,8]isothiochromeno[3,4‐b]indoles were also obtained from the reaction of indoline‐2‐thiones with α‐benzylidene‐β‐tetralones.

Asian Journal of Organic ChemistryVol. 14(2)
Sichuan University of Science and Engineering (CN)
Sichuan University of Science and Engineering, Sichuan University
Clean water and sanitation
Openalex Percentile: Top 46%
Sulfur-Based Synthesis Techniques
0.25
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