A simple, convenient, general procedure for the synthesis of 2-alkyn-1-ylboronates.

Article abstract of DOI:10.1016/S0040-4039(96)02412-4

Representative 2-alkyn-1-ylboronates have been synthesized in good to excellent yields using the reaction of the newly available diisopropyl iodomethylboronate with alkynyllithiums generated in situ. Comparable yields are obtained from both acyclic and cyclic boronates. However, 2-(iodomethyl)-1,3,2-dioxa-4,4,5-tetramethylborolane gave superior yields with a wide variety of alkynyllithiums. This procedure offers a simple and convenient alternative route to existing methodologies in terms of the milder reaction condition and the ease of the operation.