Title of article :
PIFA-mediated oxidative cycloisomerization of 2-propargyl-1,3-dicarbonyl compounds: divergent synthesis of furfuryl alcohols and furfurals
Author/Authors :
Saito، نويسنده , , Akio and Anzai، نويسنده , , Toshiyuki and Matsumoto، نويسنده , , Asami and Hanzawa، نويسنده , , Yuji، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2011
Abstract :
PhI(OCOCF3)2 (PIFA) in the presence of trifluoroacetic acid (TFA) in CH2Cl2 efficiently promotes the oxidative cycloisomerization of 2-propargyl 1,3-dicarbonyl compounds to give 4,5-disubstituted furfuryl alcohols. PIFA in hexafluoroisopropanol (HFIP) or PIFA-BF3·OEt2 in CH2Cl2 bring about the direct formation of furfurals from 2-propargyl 1,3-dicarbonyl compounds. In a few cases, PhIO is suitable for the direct formation of furfurals.
Keywords :
Hypervalent iodine oxidant , Furfural , Alkynyl ketone , Oxidative cycloisomerization , Furfuryl alcohol
Journal title :
Tetrahedron Letters
Journal title :
Tetrahedron Letters
