Cu(II)-catalyzed C-H (SP3) oxidation and C-N cleavage: base-switched methylenation and formylation using tetramethylethylenediamine as a carbon source

Chemical Communications : Chem Comm
Lei ZhangJian-Xin Li

Abstract

Base-switched methylenation and formylation using tetramethylethylenediamine (TMEDA) as a carbon source have been achieved under mild conditions, catalyzed by CuCl(2), with atmospheric oxygen as oxidant. Bisindolylmethanes, diphenylmethanes and 3-formylindoles were synthesized with excellent regioselectivity and good yield.

References

Aug 14, 2003·Chemical Reviews·Barry M Trost, Matthew L Crawley
Dec 11, 2003·Journal of the American Chemical Society·Shun-Ichi MurahashiTakahiro Nakae
Jul 22, 2004·Journal of the American Chemical Society·Tamara S DowersJeffrey P Jones
Mar 1, 1935·The Biochemical Journal·W J Boyd, W Robson
Jun 7, 2006·Proceedings of the National Academy of Sciences of the United States of America·Zhiping LiChao-Jun Li
Jun 20, 2007·Chemical Society Reviews·Ilya V Seregin, Vladimir Gevorgyan
Jun 23, 2007·Bioorganic & Medicinal Chemistry Letters·Churala PalSuparna Mandal Biswas
Feb 21, 2008·Organic Letters·Zhang-Shuang DengXiao-Ru Sun
Jul 24, 2008·Organic Letters·Zhang-Shuang DengJian-Xin Li
May 15, 2009·Chemical Reviews·Denise A ColbyJonathan A Ellman
Oct 16, 2009·Journal of Medicinal Chemistry·Miroslav SísaMercedes Alvarez
Oct 23, 2010·Chemical Communications : Chem Comm·Yoichiro KuninobuKazuhiko Takai
Dec 7, 2010·Journal of the American Chemical Society·L Jonas L HällerMichael K Whittlesey
Jul 28, 2011·Angewandte Chemie·Tobias SeiserNicolai Cramer
Aug 11, 2011·Journal of the American Chemical Society·Jian-Ping ChenYun-Dong Wu
Feb 14, 2012·Chemical Communications : Chem Comm·Cui-Yan WuJin-Heng Li
Mar 2, 2012·Angewandte Chemie·Ji-Cheng WuJin-Heng Li
Jan 1, 2010·Chemical Science·David S Surry, Stephen L Buchwald

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Citations

Oct 17, 2015·The Journal of Organic Chemistry·Monica Dell'AcquaGiorgio Abbiati
Oct 2, 2015·Chemical Reviews·Kunbing OuyangZhenfeng Xi
May 19, 2016·Organic Letters·Thomas CastanheiroMorgan Donnard
Feb 12, 2020·Chemical Communications : Chem Comm·Ajit Kumar JhaSrinivasan Easwar
Apr 25, 2018·Organic & Biomolecular Chemistry·Golam KibriyaAlakananda Hajra
Jan 22, 2014·Chemical Communications : Chem Comm·Bin LiuJiang Cheng
May 6, 2021·Chemical Communications : Chem Comm·Jiwen HeRenhua Fan
May 28, 2019·The Journal of Organic Chemistry·Hong-Hui XuXing-Guo Zhang
Oct 17, 2013·The Journal of Organic Chemistry·Jie ZhangXiaobing Wan
Jul 3, 2013·Organic Letters·Takumi AbeMinoru Ishikura
May 15, 2013·The Journal of Organic Chemistry·Yuanming LiZhiping Li
Jan 19, 2013·The Journal of Organic Chemistry·Ch Durga PrasadSangit Kumar
May 3, 2018·Organic Letters·Ke-Si Du, Jing-Mei Huang

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