An Efficient Procedure for the Synthesis of alpha,beta-Unsaturated Ketones and Its Application to Heterocyclic Systems

作者：Mojtahedi Mohammad M^*; Abaee M Saeed; Khakbaz Mehdi; Alishiri Tooba; Samianifard Maedeh; Me**ah A Wahid; Harms Klaus

来源：Synthesis (Germany), 2011, 2011(23): 3821-3826.

DOI：10.1055/s-0031-1289571

• alpha,beta-unsaturated ketones
• thiopyran-4-one
• magnesium bromide etherate
• aldol condensation

An efficient and room-temperature procedure is developed for high yield synthesis of novel alpha,beta-unsaturated derivatives of thiopyran 3 directly from ketone 1 and various aldehydes in the presence of catalytic quantities of TMSNMe2 and MgBr2 center dot OEt2 under solvent-free conditions. The main advantage of the procedure is that the formation of the undesired bis by-products is minimized. In addition, the procedure is applicable to other enolizable carbocyclic and acyclic ketones.

• 出版日期2011-12