Dithiines Annulated by heterocycles. Part 2.1 Reaction of Disulfur Dichloride with Various Quinolines

Link, T.; Oberjat, M.; Klar, G.

doi:10.1039/a706116a

Cited by 5 publications

(2 citation statements)

References 9 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The reaction of disulfur dichloride with quinolines 127 to give 1,4-dithiins 128 has been known for more than 100 years, although the correct structure was assigned lately (Scheme 35). [52] Scheme 35. Recently, several methods that included titanacyclopentadienes as starting materials have been developed. Some of these substrates afforded dithiins as the major products in their reactions with S 2 Cl 2 , as shown in Scheme 6.…”

Section: Dithiinsmentioning

confidence: 99%

Heterocyclic Chemistry of Sulfur Chlorides – Fast Ways to Complex Heterocycles

Garcı́a-Valverde

Torroba

2006

Eur J Org Chem

View full text Add to dashboard Cite

This microreview highlights the most important advances in the synthetic applications of sulfur dichloride and disulfur dichloride for the preparation of heterocycles. Sulfur chlorides can be considered some of the best sulfur‐transfer reagents for the synthesis of heterocyclic systems. Their high reactivity towards nucleophilic organic compounds such as alkenes, alkynes, amines, nitriles, oximes, and their both chlorinating and sulfurating character explain the extensive use of these reagents. In many cases, the initial reactions give rise to reactive intermediates that can be trapped by nucleophiles in a tandem fashion, expanding the possibilities of the reactions. In this way, several new heterocyclic systems can be obtained by a careful selection of the appropriate combination of reagents. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

show abstract

Section: Dithiinsmentioning

confidence: 99%

Heterocyclic Chemistry of Sulfur Chlorides – Fast Ways to Complex Heterocycles

Garcı́a-Valverde

Torroba

2006

Eur J Org Chem

View full text Add to dashboard Cite

show abstract

“…Detailed research of 1,4‐dithiines has been limited by a lack of suitable synthetic approaches. Some 1,4‐dithiines have been known for more than 100 years, although the correct stuctures were assigned recently [1, 6, 7]. Many polycyclic 1,4‐dithiine derivatives are useful as pigments and functional materials for electrooptical applications [7].…”

Section: Introductionmentioning

confidence: 99%

The synthesis and characterization of solvatochromic maleimide‐fused N‐allyl‐ and N‐alkyl‐substituted 1,4‐dithiines and Diels–Alder reactions with anthracene

Gülten

2010

Journal of Heterocyclic Chem

View full text Add to dashboard Cite

A simple and facile access to new solvatochromic maleimide-fused N-allyland N-alkyl-substituted 1,4-dithiines from the corresponding N-substituted succinamic acid derivatives in one-pot with oxidation by thionyl chloride is described. The Diels-Alder reaction of these 1,4-dithiines with anthracene has been investigated. The 1,4-dithiine derivatives react smoothly with anthracene via charge-transfer complexes to form the Diels-Alder adducts in excellent yields.

show abstract

ChemInform Abstract: Dithiines Annulated by Heterocycles. Part 2. Reaction of Disulfur Dichloride with Various Quinolines.

1998

View full text Add to dashboard Cite

Dithiines Annulated by Heterocycles. Part 2. Reaction of Disulfur Dichloride with Various Quinolines.-The reaction of several quinolines with disulfur dichloride is studied. Depending on the quinoline substitution, the disulfur dichloride acts as a nucleophilic (thiylating) or electrophilic (chlorinating) agent. Thus, the 6-and 8-methylquinolines (I) are shown to give the dithiinodiquinolines (II) while with 8-hydroxyquinoline (VI) only a chlorination takes place. The 6-methoxyquinoline (III) on reaction with disulfur dichloride gives two products, the sulfur-bridged diquinoline (IV) and the 5-chloroquinoline (V). -(LINK, T.; OBERJAT, M.; KLAR, G.; J. Chem.

show abstract

Dithiines Annulated by heterocycles. Part 2.1 Reaction of Disulfur Dichloride with Various Quinolines

Cited by 5 publications

References 9 publications

Heterocyclic Chemistry of Sulfur Chlorides – Fast Ways to Complex Heterocycles

Heterocyclic Chemistry of Sulfur Chlorides – Fast Ways to Complex Heterocycles

The synthesis and characterization of solvatochromic maleimide‐fused N‐allyl‐ and N‐alkyl‐substituted 1,4‐dithiines and Diels–Alder reactions with anthracene

ChemInform Abstract: Dithiines Annulated by Heterocycles. Part 2. Reaction of Disulfur Dichloride with Various Quinolines.

Contact Info

Product

Resources

About