Solid-State Melt Reaction for the Domino Process: Highly Efficient Synthesis of Fused Tetracyclic Chromenopyran Pyrimidinediones Using Baylis−Hillman Derivatives

详细信息    查看全文

• 作者：Manickam Bakthadoss ; Govindan Sivakumar ; Damodharan Kannan
• 刊名：Organic Letters
• 出版年：2009
• 出版时间：October 1, 2009
• 年：2009
• 卷：11
• 期：19
• 页码：4466-4469
• 全文大小：184K
• 年卷期：v.11,no.19(October 1, 2009)
• ISSN：1523-7052

文摘

A solid-state melt reaction (SSMR) has been demonstrated via a domino process for the synthesis of tetracyclic chromenopyran pyrimidinedione frameworks using Baylis−Hillman derivatives through in situ formation of an olefin followed by an intramolecular [4 + 2] cycloaddition reaction sequence. The tetracyclic frameworks were obtained without using catalyst and solvent in a highly stereoselective and stereospecific fashion. The isolated yield is excellent and does not require column chromatography purification to obtain the pure product.