Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad-500007, India.
J Org Chem. 2013 Jul 5;78(13):6495-502. doi: 10.1021/jo400567h. Epub 2013 Jun 18.
A new protocol has been developed for the synthesis of substituted thiophenes under mild and metal-free reaction conditions via the base-promoted thioannulation of Morita-Baylis-Hillman acetates of acetylenic aldehydes with potassium thioacetate involving a tandem allylic substitution/deacetylative 5-exo-dig-thiocycloisomerization. The obtained products provide an entry to 4H-thieno[3,2-c]chromene and thieno[3,2-c]dihydroquinoline.
已开发出一种新的协议，用于在温和且无金属的反应条件下通过炔基醛的 Morita-Baylis-Hillman 乙酸盐与硫代乙酸钾的碱促进的硫杂环化反应合成取代噻吩，该反应涉及串联烯丙基取代/脱乙酰基 5-endo-dig-硫环化异构化。所得产物可用于合成 4H-噻吩并[3,2-c]色烯和噻吩并[3,2-c]二氢喹啉。
