Water-triggered and gold(I)-catalyzed cascade addition/cyclization of terminal alkynes with ortho-alkynylaryl aldehyde

Organic Letters
Xiaoquan Yao, Chao-Jun Li

Abstract

[reaction: see text] A highly efficient alkynylation-cyclization of terminal alkynes with ortho-alkynylaryl aldehydes leading to 1-alkynyl-1H-isochromenes was developed by using a gold-phosphine complex as catalyst in water. The reaction was dually promoted by an electron-donating phosphine ligand and water and was chelation-controlled.

References

May 20, 1998·The Journal of Antibiotics·B BieberU Gräfe
Sep 18, 2002·Accounts of Chemical Research·Barry M Trost
Sep 4, 2003·Journal of the American Chemical Society·Naoki AsaoYoshinori Yamamoto
Apr 7, 2004·Proceedings of the National Academy of Sciences of the United States of America·Roger FässlerErick M Carreira
Dec 22, 2005·Journal of the American Chemical Society·Magnus J JohanssonF Dean Toste
Jun 14, 1999·Angewandte Chemie·Gerald Dyker

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Citations

Jun 8, 2011·Beilstein Journal of Organic Chemistry·Lei ZhouJianbo Wang
Aug 2, 2011·Beilstein Journal of Organic Chemistry·Sara Hummel, Stefan F Kirsch
Jun 7, 2006·Proceedings of the National Academy of Sciences of the United States of America·Zhiping LiChao-Jun Li
Jun 16, 2016·Organic & Biomolecular Chemistry·A Leela Siva KumariK C Kumara Swamy
Nov 22, 2016·Chemical Communications : Chem Comm·Aaron A RuchLeGrande M Slaughter
Sep 7, 2017·Dalton Transactions : an International Journal of Inorganic Chemistry·Hossein GhariAlireza Ariafard
Mar 7, 2014·Angewandte Chemie·Janina BucherA Stephen K Hashmi
Nov 8, 2018·Organic & Biomolecular Chemistry·Lianfen ChenShifa Zhu
Mar 23, 2007·Nature·David J Gorin, F Dean Toste
Mar 6, 2009·Organic & Biomolecular Chemistry·Volker Belting, Norbert Krause
Aug 4, 2009·Chemistry : a European Journal·Yann OdabachianFabien Gagosz
Apr 13, 2007·Angewandte Chemie·Alois Fürstner, Paul W Davies
Jan 16, 2007·Chemical Communications : Chem Comm·Eloísa Jiménez-Núñez, Antonio M Echavarren
Aug 2, 2019·Chemical & Pharmaceutical Bulletin·Miyu FurutaHidetoshi Tokuyama
Jul 20, 2011·Chemical Society Reviews·João Carlos Lima, Laura Rodríguez
Nov 26, 2010·Chemical Society Reviews·Tanya C Boorman, Igor Larrosa
Oct 26, 2013·Chemical Communications : Chem Comm·Kohei SekineTohru Yamada
Oct 18, 2014·Organic & Biomolecular Chemistry·Xueyun ZhangXingwei Li
Oct 28, 2017·Journal of Chemical Biology·Hau-Heredia LeninEuan-Hau Saidy
Apr 19, 2007·Chemical Reviews·Clara I HerreríasChao-Jun Li
Jun 22, 2007·Chemical Reviews·A Stephen K Hashmi

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