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

Author(s) Narita, M.; Murafuji, T.; Yamashita, S.; Fujinaga, M.; Hiyama, K.; Oka, Y.; Tani, F.; Kamijo, S.; Ishiguro, K.
Journal J Org Chem
Date Published 2018 Jan 04
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.

DOI 10.1021/acs.joc.7b02820
ISSN 1520-6904
Citation Narita M, Murafuji T, Yamashita S, Fujinaga M, Hiyama K, Oka Y, et al. Synthesis of 2-Iodoazulenes by the Iododeboronation of Azulen-2-ylboronic Acid Pinacol Esters with Copper(I) Iodide. J Org Chem. 2018.

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