A Simple Entry to Yne-amides from Yne-oxazolidinones
Received: 11 February 2016
Accepted after revision: 10 March 2016
05 April 2016 (eFirst)
A convenient entry to yne-amides, useful building blocks for chemical synthesis whose synthesis can be rather difficult – especially in the acyclic series – is reported. They were found to be readily obtained by a simple ring opening of the corresponding, readily available yne-oxazolidinones with organolithium reagents. Surprisingly, no competitive carbolithiation of the highly reactive nitrogen-substituted alkyne or propargylic lithiation were observed, this method therefore providing a useful entry to yne-amides which can be obtained in fair to good yields.