کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1314320 | 1499367 | 2012 | 5 صفحه PDF | دانلود رایگان |
The three-component reactions (TCRs) involving quinoline or isoquinoline, dialkyl acetylenedicarboxylate and β-trifluoroacetyl vinyl ethyl ether were investigated. The reaction proceeded smoothly under ambient temperature in DMSO to give the 4-trifluoroacetyl substituted benzo[c]quinolizine derivatives in moderate yields. However, under the same reaction condition, isoquinoline afforded the 2-trifluoromethyl substituted 1-oxa-(11H)-benzo[a]dihydroquinolizine or 4-trifluoroacetyl substituted benzo[a]dihydroquinolizine products. The possible reaction pathways were proposed.
The three-component reactions (TCRs) involving quinoline or isoquinoline, dialkyl acetylenedicarboxylate and β-trifluoroacetyl vinyl ethyl ether were investigated. The reaction proceeded smoothly under ambient temperature in DMSO to give the 4-trifluoroacetyl substituted benzo[c]quinolizine derivatives in moderate yields. However, under the same reaction condition, isoquinoline afforded the 2-trifluoromethyl substituted 1-oxa-(11H)-benzo[a]dihydroquinolizine or 4-trifluoroacetyl substituted benzo[a]dihydroquinolizine products. The possible reaction pathways were proposed.Figure optionsDownload as PowerPoint slideHighlights
► A three-component reaction was investigated.
► The reaction proceeded smoothly under ambient temperature in DMSO.
► Quinolines afforded the CF3CO-substituted benzoquinolizines.
► But isoquinolines and DMAD gave the CF3-substituted 1-oxa-benzodihydroquinolizines.
► The possible reaction pathways were proposed.
Journal: Journal of Fluorine Chemistry - Volume 133, January 2012, Pages 97–101