Development of Conjugate Addition of Lithium Dialkylcuprates to Thiochromones: Synthesis of 2-Alkylthiochroman-4-ones and Additional Synthetic Applications.

Autor:	Bass SA; Department of Chemistry, Winston Salem State University, 601 S. Martin Luther King Jr. Dr., Winston Salem, NC 27110, USA. sbass116@rams.wssu.edu., Parker DM; Department of Chemistry, Winston Salem State University, 601 S. Martin Luther King Jr. Dr., Winston Salem, NC 27110, USA. dparker115@rams.wssu.edu., Bellinger TJ; Department of Chemistry, Winston Salem State University, 601 S. Martin Luther King Jr. Dr., Winston Salem, NC 27110, USA. tbellinger115@rams.wssu.edu., Eaton AS; Department of Chemistry, Winston Salem State University, 601 S. Martin Luther King Jr. Dr., Winston Salem, NC 27110, USA. aeaton114@rams.wssu.edu., Dibble AS; Department of Chemistry, Winston Salem State University, 601 S. Martin Luther King Jr. Dr., Winston Salem, NC 27110, USA. adibble114@rams.wssu.edu., Koroma KL; Department of Chemistry, Winston Salem State University, 601 S. Martin Luther King Jr. Dr., Winston Salem, NC 27110, USA. kkoroma116@rams.wssu.edu., Sekyi SA; Department of Chemistry, Winston Salem State University, 601 S. Martin Luther King Jr. Dr., Winston Salem, NC 27110, USA. ssekyi116@rams.wssu.edu., Pollard DA; Department of Chemistry, Winston Salem State University, 601 S. Martin Luther King Jr. Dr., Winston Salem, NC 27110, USA. pollardda@wssu.edu., Guo F; Department of Chemistry, Winston Salem State University, 601 S. Martin Luther King Jr. Dr., Winston Salem, NC 27110, USA. guof@wssu.edu.; Biomedical Research Infrastructure Center, Winston Salem State University, Winston Salem, NC 27110, USA. guof@wssu.edu.
Jazyk:	angličtina
Zdroj:	Molecules (Basel, Switzerland) [Molecules] 2018 Jul 15; Vol. 23 (7). Date of Electronic Publication: 2018 Jul 15.
DOI:	10.3390/molecules23071728
Abstrakt:	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.
Databáze:	MEDLINE
Externí odkaz:	Zobrazit plný text záznamu Plný text ve formátu PDF