Literature DB >> 29300095

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

Masahiro Narita1, Toshihiro Murafuji1,2,3, Saki Yamashita2, Masayuki Fujinaga3, Kumiko Hiyama3, Yurie Oka3, Fumito Tani4, Shin Kamijo1,2, Katsuya Ishiguro1,2.   

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.

Entities:  

Year:  2018        PMID： 29300095     DOI： 10.1021/acs.joc.7b02820

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  3 in total

1.  Calixazulenes: azulene-based calixarene analogues - an overview and recent supramolecular complexation studies.

Authors:  Paris E Georghiou; Shofiur Rahman; Abdullah Alodhayb; Hidetaka Nishimura; Jaehyun Lee; Atsushi Wakamiya; Lawrence T Scott
Journal:  Beilstein J Org Chem       Date:  2018-09-25       Impact factor: 2.883

2.  Proton-Gated Ring-Closure of a Negative Photochromic Azulene-Based Diarylethene.

Authors:  Ian Cheng-Yi Hou; Fabian Berger; Akimitsu Narita; Klaus Müllen; Stefan Hecht
Journal:  Angew Chem Int Ed Engl       Date:  2020-08-19       Impact factor: 16.823

3.  Azulene Functionalization by Iron-Mediated Addition to a Cyclohexadiene Scaffold.

Authors:  Petter Dunås; Lloyd C Murfin; Oscar J Nilsson; Nicolas Jame; Simon E Lewis; Nina Kann
Journal:  J Org Chem       Date:  2020-10-21       Impact factor: 4.354
  3 in total

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