A rapid entry into thioflavanones via conjugate additions of diarylcuprates to thiochromones

作者：Guo Fenghai^*; Jeffries Malcolm C; Graves Briana N; Graham Shekinah A; Pollard David A; Pang Gehao; Chen Henry Y

来源：Tetrahedron, 2017, 73(39): 5745-5750.

DOI：10.1016/j.tet.2017.08.012

• Thioflavanones
• Conjugate addition
• Organocuprates
• Thiochromones
• Organometallic

Thiochromone undergo conjugate addition reactions with arylcuprates to afford 2-substituted thioflavanones, providing an efficient synthetic approach to privileged sulfur-containing structural motifs and valuable precursor for many pharmaceuticals. Excellent yields of substituted thioflavanones are achieved with lithium diarylcuprates, lithium arylcyanocuprates and Grignard reagents with copper catalysis. This method provides a rapid entry to a variety of thioflavanones in excellent yields (up to 92%). The use of commercially available or easily prepared organometallic reagents will expedite the synthesis of a large library of thioflavanones for further synthetic applications and biological studies.

• 出版日期2017-9-28