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

✍ Scribed by Herbert C. Brown; Chandra Deo Roy; Raman Soundararajan

• Publisher: Elsevier Science
• Year: 1997
• Tongue: French
• Weight: 266 KB
• Volume: 38
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(96)02412-4

✦ Synopsis

Representative 2-alkyn-l-ylboronates have been synthesized in good to excellent yields using the reaction of the newly available diisopropyl iodomethylboronate with alkynyllithiums generated in situ. Comt~rable yields are obtained from both acyclic and cyclic boronates. However, 2-(iodomethyl)-l,3,2-dioxa-4,4,5,5-tetramethylborolane gave superior yields with a wide variety of alkynyUithiums. 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.