Journal of the American Chemical Society
Journal of the American Chemical Society
5 years ago

Transition Metal-Free trans-Selective Alkynylboration of Alkynes

Transition Metal-Free trans-Selective Alkynylboration of Alkynes
Atsuya Muranaka, Tatsuo Saito, Misae Kanai, Kazunori Miyamoto, Masanobu Uchiyama, Chao Wang, Marina Nogami, Keiichi Hirano
We report the first transition metal-free and trans-selective alkynylboration reaction of alkynes. This unprecedented carboboration reaction is enabled by pseudo-intramolecular activation of alkynylboronates using propargylic alcohols. The carboboration affords 4-alkynyl-1,2-oxaborol-2(5H)-ols, which are not only versatile building blocks but also exhibit strong violet-blue fluorescence emission.

Publisher URL: http://dx.doi.org/10.1021/jacs.7b06212

DOI: 10.1021/jacs.7b06212

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