Inexpensive and Efficient Synthesis of Propargylic Substituted Active Methylene Compounds Catalyzed by FeCl₃

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• During our study, the FeCl3-catalyzed synthesis of propargylic substituted active methylene compounds by the direct substitution of substituted propargylic alcohols, a tandem FeCl3-catalyzed propargylation–cycloisomerization reaction of tetramethyl silane substituted propargylic alcohols or acetates with 1,3-dicarbonyl compounds for the synthesis of furan derivative was reported. See Ji , W.-H. ; Pan , Y.-M. ; Zhao , S.-Y. ; Zhan , Z.-P. FeCl3-catalyzed propargylation–cycloisomerization tandem reaction: A facile one-pot synthesis of substituted furans . Synlett. 2008 , 3046 – 3052 .
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• We anticipated the formation of furan derivative under the refluxing condition during our study of propargylation reaction; however no such furan product was observed for the propargylated product 3a, even after prolonged heating. The same observation was also reported by Ji et al. (see ref. 19). They concluded that for the cycloisomerization step, alkyne should bear TMS group, or instead of propargylic alcohols propargylic acetate should be used.
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