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Keywords = lithium dialkyl cuprates

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14 pages, 2768 KiB  
Article
Development of Conjugate Addition of Lithium Dialkylcuprates to Thiochromones: Synthesis of 2-Alkylthiochroman-4-ones and Additional Synthetic Applications
by Shekinah A. Bass, Dynasty M. Parker, Tania J. Bellinger, Aireal S. Eaton, Angelica S. Dibble, Kaata L. Koroma, Sylvia A. Sekyi, David A. Pollard and Fenghai Guo
Molecules 2018, 23(7), 1728; https://doi.org/10.3390/molecules23071728 - 15 Jul 2018
Cited by 7 | Viewed by 6279
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 [...] Read more.
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. Full article
(This article belongs to the Special Issue Organometallic Catalysis in Organic Synthesis)
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