Synthesis of 3-Alkoxy-, 3-Aryloxy- and 3-Substituted Amino-2,5-Diarylfurans by Reductive-Furanization of α,β-Unsaturated-1,4-Diketones
摘要:
The use of phosphorus trichloride for synthesis of 3-alkoxy, 3-aryloxy and 3-substitutedamino-2,5-diarylfurans from alpha,beta-unsaturated-1,4-diketones by reductive-furanization is reported.
An efficient three-component coupling reaction toward a variety of furanderivatives has been developed. This cascade transformation proceeds via the gold-catalyzed coupling reaction of phenylglyoxal derivatives, secondary amines, and terminal alkynes, under the reaction conditions, that undergoes cyclization into the furan core.
A one-pot three-component reaction of several 2-ketoaldehydes, secondary amines and terminal alkynes to access 3-aminofurans proceeded well in [bmim][PF6] using a simple and cheap CuI catalyst. The resultant 3-aminofuran products were easily isolated using diethyl ether and the CuI/[bmim][PF6] system was reused six times with a slight decrease in the activity.