Addition of 4-(cyclohex-1-en-1-yl)morpholine on 3-nitroindole: an unprecedented dearomatizing process

Organic & Biomolecular Chemistry
Manuel AndreiniIsabelle Chataigner

Abstract

Nucleophilic enamines add spontaneously on heteroarenes 3-nitroindole and benzofuran to form a new C-C bond. With nitroindole and enamine , an unprecedented dearomatizing formal ene reaction occurs in a totally regio- and diastereo-selective manner. With 3-nitrobenzofuran and enamine , the reaction course is different and leads to the generation of a dienylphenol.

References

Sep 27, 2001·Journal of the American Chemical Society·H MayrH Schimmel
Dec 26, 2001·Chemical Reviews·A R PapeE P Kündig
May 29, 2003·Chemistry : a European Journal·Bernhard KempfHerbert Mayr
Mar 3, 2005·Chemical Communications : Chem Comm·Antony ChrétienSerge R Piettre
Mar 10, 2007·The Journal of Organic Chemistry·Marie-Laure TeyssotSerge R Piettre
Jul 27, 2007·Chemical Communications : Chem Comm·Sarah Sulzer-Mossé, Alexandre Alexakis
Aug 2, 2007·Chemical Communications : Chem Comm·Isabelle ChataignerSerge R Piettre
Dec 31, 2008·The Journal of Organic Chemistry·Nathalie ChopinSerge R Piettre
Apr 21, 2011·Angewandte Chemie·Stéphane P Roche, John A Porco
Aug 19, 2011·Accounts of Chemical Research·Kim L JensenKarl Anker Jørgensen
Dec 5, 2012·Angewandte Chemie·Chun-Xiang ZhuoShu-Li You
Apr 4, 2013·The Journal of Organic Chemistry·Manas K Ghorai, Y Nanaji
Aug 7, 2013·The Journal of Organic Chemistry·Hélène Gérard, Isabelle Chataigner
Feb 6, 2014·Accounts of Chemical Research·Zhi HeAndrei K Yudin
Mar 8, 2014·Beilstein Journal of Organic Chemistry·Gijs KoopmanschapRomano Va Orru
May 31, 2014·Journal of the American Chemical Society·Barry M TrostDustin A Bringley
May 31, 2014·Organic & Biomolecular Chemistry·Qiuping DingRenhua Fan
Jan 7, 2015·Chemical Communications : Chem Comm·Minqiang JiaMarco Bandini
Feb 25, 2015·Journal of the American Chemical Society·Weiwei ZiF Dean Toste
Apr 8, 2015·Journal of the American Chemical Society·Chong ShenYi-Xia Jia

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Citations

Apr 30, 2020·Organic & Biomolecular Chemistry·Maxime ManneveauIsabelle Chataigner
Jun 29, 2017·Chemistry : a European Journal·Hélène Gérard, Isabelle Chataigner
Feb 23, 2019·Chemical Communications : Chem Comm·Ben-Xian XiaoYing-Chun Chen
Dec 11, 2020·Chemical Communications : Chem Comm·Batoul RkeinIsabelle Chataigner
Sep 15, 2017·The Journal of Organic Chemistry·P V SanthiniJubi John
Apr 23, 2019·The Journal of Organic Chemistry·Alessandro CerveriMarco Bandini

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