D. Craig, N. King, Joerg T Kley
Dec 1, 2005
Citations
0
Influential Citations
10
Citations
Journal
Synthesis
Abstract
Furan-2-ylmethyl, thien-2-ylmethyl and pyrrol-2-ylmethyl tosylacetates undergo facile decarboxylative Claisen rearrangement upon exposure to N,O-bis(trimethylsilyl)acetamide-potassium acetate to yield the corresponding 2,3-disubstituted heteroaromatic products in good yield. However, for 1-(thien-2-yl)ethyl tosylacetates and substrates derived from 3-(hydroxyalkyl)indoles rearomatisation does not occur.