Synthesis of 2-Iodoazulenes by the Iododeboronation of Azulen-2-ylboronic Acid Pinacol Esters with Copper(I) Iodide.

Title Synthesis of 2-Iodoazulenes by the Iododeboronation of Azulen-2-ylboronic Acid Pinacol Esters with Copper(I) Iodide.
Authors M. Narita; T. Murafuji; S. Yamashita; M. Fujinaga; K. Hiyama; Y. Oka; F. Tani; S. Kamijo; K. Ishiguro
Journal J Org Chem
DOI 10.1021/acs.joc.7b02820
Abstract

Azulen-2-ylboronic acid pinacol ester, prepared by iridium-catalyzed C-H borylation of azulene, efficiently underwent iododeboronation with a stoichiometric amount of copper(I) iodide. This reaction allowed the synthesis of 2-iodoazulene in only two steps starting from azulene. This methodology was successfully applied to analogous azulenes.

Citation M. Narita; T. Murafuji; S. Yamashita; M. Fujinaga; K. Hiyama; Y. Oka; F. Tani; S. Kamijo; K. Ishiguro.Synthesis of 2-Iodoazulenes by the Iododeboronation of Azulen-2-ylboronic Acid Pinacol Esters with Copper(I) Iodide.. J Org Chem. 2018. doi:10.1021/acs.joc.7b02820

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