Journals / Turkish Journal of Chemistry / 2015 / Cilt: 39 - Sayı: 4

Microwave-assisted regioselective [1,3]-dipolar cycloaddition of 3-methyl-2-(substitutedbenzylidene)-5-oxopyrazolidin-2-ium-1-ides to benzothiophene 1,1-dioxide

Pages
789–800
Publication Date
2015-08-13
DOI
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AI Summary & Key Takeaways

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⚡ TL;DR(Too Long; Didn't Read)

A series of pyrazolidinium ylides was reacted with benzothiophene 1,1-dioxide to afford (3R,5S,5aS,10bS)-3-methyl-5-substitutedphenyl-2,3,5,5a-tetrahydrobenzo[4,5]thieno[3,2-c]pyrazolo[1,2-a]pyrazol-1(10bH)-one 6,6-dioxides under microwave irradiation and their structures were identified by means of spectral/physical characteristics including X-ray diffraction data and HRMS measurements.

📌 3 Key Takeaways

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Objective & Hypothesis:A series of pyrazolidinium ylides was reacted with benzothiophene 1,1-dioxide to afford (3R,5S,5aS,10bS)-3-methyl-5-substitutedphenyl-2,3,5,5a-tetrahydrobenzo[4,5]thieno[3,2-c]pyrazolo[1,2-a]pyrazol-1(10bH)-one 6,6-dioxides under microwave irradiation and their structures were identified by means of spectral/physical characteristics including X-ray diffraction data and HRMS measurements.
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Key Findings & Data:A series of pyrazolidinium ylides was reacted with benzothiophene 1,1-dioxide to afford (3R,5S,5aS,10bS)-3-methyl-5-substitutedphenyl-2,3,5,5a-tetrahydrobenzo[4,5]thieno[3,2-c]pyrazolo[1,2-a]pyrazol-1(10bH)-one 6,6-dioxides under microwave irradiation and their structures were identified by means of spectral/physical characteristics including X-ray diffraction data and HRMS measurements.
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Conclusion & Impact:A series of pyrazolidinium ylides was reacted with benzothiophene 1,1-dioxide to afford (3R,5S,5aS,10bS)-3-methyl-5-substitutedphenyl-2,3,5,5a-tetrahydrobenzo[4,5]thieno[3,2-c]pyrazolo[1,2-a]pyrazol-1(10bH)-one 6,6-dioxides under microwave irradiation and their structures were identified by means of spectral/physical characteristics including X-ray diffraction data and HRMS measurements.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Microwave-assisted synthesis · pyrazolidinium · ylide

Abstract

A series of pyrazolidinium ylides was reacted with benzothiophene 1,1-dioxide to afford (3R,5S,5aS,10bS)-3-methyl-5-substitutedphenyl-2,3,5,5a-tetrahydrobenzo[4,5]thieno[3,2-c]pyrazolo[1,2-a]pyrazol-1(10bH)-one 6,6-dioxides under microwave irradiation and their structures were identified by means of spectral/physical characteristics including X-ray diffraction data and HRMS measurements.

Özet

A series of pyrazolidinium ylides was reacted with benzothiophene 1,1-dioxide to afford (3R,5S,5aS,10bS)-3-methyl-5-substitutedphenyl-2,3,5,5a-tetrahydrobenzo[4,5]thieno[3,2-c]pyrazolo[1,2-a]pyrazol-1(10bH)-one 6,6-dioxides under microwave irradiation and their structures were identified by means of spectral/physical characteristics including X-ray diffraction data and HRMS measurements.

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Cite This Article

DÜRÜST, Y., SAĞIRLI, E., SAĞIRLI, A. (2015). Microwave-assisted regioselective [1,3]-dipolar cycloaddition of 3-methyl-2-(substitutedbenzylidene)-5-oxopyrazolidin-2-ium-1-ides to benzothiophene 1,1-dioxide. Turkish Journal of Chemistry, Cilt: 39 - Sayı: 4, 789–800. https://ajindex.com/articles/185204

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References (1)

  1. (1S,4aR,9bR,10S )-10-(4-(Dimethylamino)phenyl)-1-methyl-1,2,9b,10-tetrahydrobenzo [4,5]thieno[2,3-c]pyrazolo[1,2-a]pyrazol-3(4aH)-one 5,5-dioxide 5l White solid, yield: 70 mg, 71%: mp 205–207 ◦ C; Rf: 0.20 (EtOAc: n -hexane, 1:1). IR (KBr, cm 2928, 1685 (C=O), 1612, 1523, 1408, 1311 (SO2asym), 1192 (SO sym), 910, 825, 732.1H NMR (400 MHz,