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Development of Conjugate Addition of Lithium Dialkylcuprates to Thiochromones: Synthesis of 2-Alkylthiochroman-4-ones and Additional Synthetic Applications
- Source :
- Molecules : A Journal of Synthetic Chemistry and Natural Product Chemistry, Molecules, Vol 23, Iss 7, p 1728 (2018), Molecules, Volume 23, Issue 7
- Publication Year :
- 2018
- Publisher :
- MDPI, 2018.
-
Abstract
- Lithium dialkylcuprates undergo conjugate addition to thiochromones to afford 2-alkylthiochroman-4-ones in good yields. This approach provide an efficient and general synthetic approach to privileged sulfur-containing structural motifs and valuable precursors for many pharmaceuticals, starting from common substrates-thiochromones. Good yields of 2-alkyl-substituted thiochroman-4-ones are attained with lithium dialkylcuprates, lithium alkylcyanocuprates or substoichiometric amount of copper salts. The use of commercially available inexpensive alkyllithium reagents will expedite the synthesis of a large library of 2-alkyl substituted thiochroman-4-ones for additional synthetic applications.
- Subjects :
- lithium dialkyl cuprates
Pharmaceutical Science
chemistry.chemical_element
conjugate addition
Lithium
010402 general chemistry
01 natural sciences
Article
Analytical Chemistry
lcsh:QD241-441
lcsh:Organic chemistry
Drug Discovery
thiochromones
Organometallic Compounds
Physical and Theoretical Chemistry
010405 organic chemistry
Organic Chemistry
Combinatorial chemistry
2-alkylthiochroman-4-ones
0104 chemical sciences
chemistry
Chemistry (miscellaneous)
thiochroman-4-ones
Chromones
Reagent
Molecular Medicine
Copper
Conjugate
Subjects
Details
- Language :
- English
- ISSN :
- 14203049
- Volume :
- 23
- Issue :
- 7
- Database :
- OpenAIRE
- Journal :
- Molecules : A Journal of Synthetic Chemistry and Natural Product Chemistry
- Accession number :
- edsair.doi.dedup.....744b8386da36aa119556526abfbec58b