Thiones and Thials.

Campainge, E.

doi:10.1021/cr60122a001

Cited by 60 publications

(7 citation statements)

References 119 publications

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“…Interestingly, to our best knowledge, a comprehensive review has not appeared so far, although some organosulfur related reviews included P 4 S 10 as short sections. − In this review, considering its widespread use in organic syntheses, P 4 S 10 has been reviewed in-depth.…”

Section: Introductionmentioning

confidence: 99%

A Berzelius Reagent, Phosphorus Decasulfide (P₄S₁₀), in Organic Syntheses

2010

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Introduction 3419 2. Reactions of P 4 S 10 3421 2.1. Ketones 3421 2.2. Thionoesters, Dithioesters, Thionolactones, Dithiolactones, Thiolactones, and Dithiolethiones 3426 2.3. Amides and Lactams 3435 2.4. Imides 3448 2.5. Thiophenes 3451 2.6. Thiazolines, Thiazoles, and Thiazines 3454 2.7. Dithiazoles 3456 2.8. Thiadiazoles 3456 2.9. Imidazolines and Pyrimidines 3456 2.10. Alcohols 3458 2.11. PdO to PdS 3461 2.12. Reduction 3462 2.13. Nucleotides, Purines, and Pyrimidines 3463 2.14. Miscellaneous 3467 2.15. P 4 S 10 vs Lawesson's Reagent (LR) 3473 3. Conclusion 3473 4. Acknowledgments 3473 5. References 3473

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Section: Introductionmentioning

confidence: 99%

A Berzelius Reagent, Phosphorus Decasulfide (P₄S₁₀), in Organic Syntheses

2010

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“…3-Aryl-2-sulfanylpropenoic acids (3-aryl-2-mercaptoacrylic acids, H 2 L, I, Scheme ) are an interesting group of compounds that can easily be prepared from 5-(arylmethylene)rhodanines by alkaline hydrolysis . Though initially believed to exist in solution as an equilibrium mixture of thione and ene-thiol forms, their chemical and physical properties were soon found to be consistent only with the sole presence of the latter .…”

Section: Introductionmentioning

confidence: 99%

Interactions of Diorganolead(IV) with 3-(2-Thienyl)-2-sulfanylpropenoic Acid and/or Thiamine: Chemical and in Vitro and in Vivo Toxicological Results

Casas

Castaño²,

Sánchez³

et al. 2010

Inorg. Chem.

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The reactions of PbR(2)(OAc)(2) (R = Me, Ph) with 3-(2-thienyl)-2-sulfanylpropenoic acid (H(2)tspa) in methanol or ethanol afforded complexes [PbR(2)(tspa)] that electrospray ionization-mass spectrometry (ESI-MS) and IR data suggest are polymeric. X-ray studies showed that [PbPh(2)(tspa)(dmso)] x dmso, crystallized from a solution of [PbPh(2)(tspa)] in dmso, is dimeric, and that [HQ](2)[PbPh(2)(tspa)(2)] (Q = diisopropylamine), obtained after removal of [PbPh(2)(tspa)] from a reaction including Q, contains the monomeric anion [PbPh(2)(tspa)(2)](2-). In the solid state the lead atoms are O,S-chelated by the tspa(2-) ligands in all these products, and in the latter two have distorted octahedral coordination environments. NMR data suggest that tspa(2-) remains coordinated to PbR(2)(2+) in solution in dmso. Neither thiamine nor thiamine diphosphate reacted with PbMe(2)(NO(3))(2) in D(2)O. Prior addition of H(2)tspa protected LLC-PK1 renal proximal tubule cells against PbMe(2)(NO(3))(2); thiamine had no statistically significant effect by itself, but greatly potentiated the action of H(2)tspa. Administration of either H(2)tspa or thiamine to male albino Sprague-Dawley rats dosed 30 min previously with PbMe(2)(NO(3))(2) was associated with reduced inhibition of delta-ALAD by the organolead compound, and with lower lead levels in kidney and brain, but joint administration of both H(2)tspa and thiamine only lowered lead concentration in the kidney.

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“…Next, the homolysis of the S−S bond intermediate C occurs under such reaction conditions, leading to the formation of intermediate D accompanied by the formation of S 2 −• . Finally, intermediate D will be further hydrolyzed to the product 2 a under base condition [19] …”

Section: Resultsmentioning

confidence: 99%

Elemental Sulfur‐Promoted Synthesis of 4‐Hydroxybenzophenones from p‐Quinone Methides under Metal‐Free Condition

Wang

et al. 2022

Eur J Org Chem

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Conventional methods for the general and efficient synthesis of 4‐hydroxybenzo‐ phenones are extremely underdeveloped and limited. We herein report a challenging metal‐free protocol to rapidly construct 4‐hydroxybenzophenones from para‐quinone methides (p‐QMs) in DMSO in the presence of KOH using the inexpensive and readily available elemental sulfur as redox reagent. As an unprecedented method, this simple but efficient approach has excellent site specificity, green sustainability, excellent atomic economy, and broad functional group compatibilities. Mechanistic studies show that the novel reaction proceeds through a radical pathway.

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Thiones and Thials.

Cited by 60 publications

References 119 publications

A Berzelius Reagent, Phosphorus Decasulfide (P₄S₁₀), in Organic Syntheses

A Berzelius Reagent, Phosphorus Decasulfide (P₄S₁₀), in Organic Syntheses

Interactions of Diorganolead(IV) with 3-(2-Thienyl)-2-sulfanylpropenoic Acid and/or Thiamine: Chemical and in Vitro and in Vivo Toxicological Results

Elemental Sulfur‐Promoted Synthesis of 4‐Hydroxybenzophenones from p‐Quinone Methides under Metal‐Free Condition

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Thiones and Thials.

Cited by 60 publications

References 119 publications

A Berzelius Reagent, Phosphorus Decasulfide (P4S10), in Organic Syntheses

A Berzelius Reagent, Phosphorus Decasulfide (P4S10), in Organic Syntheses

Interactions of Diorganolead(IV) with 3-(2-Thienyl)-2-sulfanylpropenoic Acid and/or Thiamine: Chemical and in Vitro and in Vivo Toxicological Results

Elemental Sulfur‐Promoted Synthesis of 4‐Hydroxybenzophenones from p‐Quinone Methides under Metal‐Free Condition

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A Berzelius Reagent, Phosphorus Decasulfide (P₄S₁₀), in Organic Syntheses

A Berzelius Reagent, Phosphorus Decasulfide (P₄S₁₀), in Organic Syntheses