Silica gel promoted synthesis of N-sulfonylcyclothioureas in water

Wan, Guoxiang; Xu, Liang; Ma, Xiaosi; Ma, Ning

doi:10.1016/j.tetlet.2011.09.075

Cited by 10 publications

(1 citation statement)

References 37 publications

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“…Seventeen N-sulfonylcyclothioureas, including 1 chiral derivative, were prepared in 60-87% yield by Wan et al in the reaction of corresponding amines with carbon disulfide in water catalyzed by silica [69]. An efficient (90-99% yield), green (water used as solvent), catalyst-and chromatography-free protocol for symmetrical, bis-aliphatic thioureas was also developed by Jangale et al [70].…”

Section: The Use Of Carbon Disulfidementioning

confidence: 99%

Chiral Thioureas—Preparation and Significance in Asymmetric Synthesis and Medicinal Chemistry

et al. 2020

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For almost 20 years, thioureas have been experiencing a renaissance of interest with the emerged development of asymmetric organocatalysts. Due to their relatively high acidity and strong hydrogen bond donor capability, they differ significantly from ureas and offer, appropriately modified, great potential as organocatalysts, chelators, drug candidates, etc. The review focuses on the family of chiral thioureas, presenting an overview of the current state of knowledge on their synthesis and selected applications in stereoselective synthesis and drug development.

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Section: The Use Of Carbon Disulfidementioning

confidence: 99%

Chiral Thioureas—Preparation and Significance in Asymmetric Synthesis and Medicinal Chemistry

et al. 2020

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ChemInform Abstract: Silica Gel Promoted Synthesis of N‐Sulfonylcyclothioureas in Water.

Wan

et al. 2012

ChemInform

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Water‐Promoted Ring‐Opening Reactions of N‐Substituted Saccharins and Phthalimides by Amines

Bai¹,

Zhang²,

Ma³

2014

Chin. J. Chem.

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The reactions of N‐substituted saccharins and phthalimides with amines were promoted by water. Various o‐sulfamoyl benzamides and N,N′‐disubstituted phthalamides were prepared in moderate to good yields. These reactions have prominent advantages, such as short reaction time, less by‐products and simple isolation of the products. Water can probably stabilize the reaction intermediates and facilitate precipitation of the ring‐opening products. When steric hindrance arose, hydrolytic compounds, either free acid or salts of the acids, were obtained. Possible reason for the formation of amine salts of o‐sulfamoyl benzoic acids was proposed.

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Silica gel promoted synthesis of N-sulfonylcyclothioureas in water

Cited by 10 publications

References 37 publications

Chiral Thioureas—Preparation and Significance in Asymmetric Synthesis and Medicinal Chemistry

Chiral Thioureas—Preparation and Significance in Asymmetric Synthesis and Medicinal Chemistry

ChemInform Abstract: Silica Gel Promoted Synthesis of N‐Sulfonylcyclothioureas in Water.

Water‐Promoted Ring‐Opening Reactions of N‐Substituted Saccharins and Phthalimides by Amines

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