Abstract

The use of microwave heating technique for the acceleration of ortho ester Claisen rearrangement (a three step transformation) is described. Irradiation of a DMF solution of the allyl alcohol 5 , triethyl orthoacetate and propionic acid (catalytic) in an Erlenmeyer flask for 10 minutes in a microwave oven generated the ester 8 in 83% yield. Analogously, ortho ester Claisen rearrangement of a variety of allyl and propargyl alcohols ( 9 , 12–22 ) were achieved. The formation of the diester 10 from 2-butyne-1,4-diol ( 9 ) via the ortho ester Claisen rearrangement of two allyl alcohol moieties (involving six steps) in 15 minutes, demonstrates the versatility of the microwave heating technique.

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