Palladium-catalyzed carbon-sulfur cross-coupling reactions with indium tri(organothiolate) and its application to sequential one-pot processes

The Journal of Organic Chemistry
Jae-Young Lee, Phil Ho Lee

Abstract

It was found that indium tri(organothiolate) is an effective nucleophilic coupling partner in Pd-catalyzed C-S cross-coupling reactions to produce the functionalized sulfides in excellent yields with high atom efficiency and complete regio- and chemoselectivity. The present method was efficiently applied to the sequential one-pot processes composed of selective double C-S cross-coupling reactions and addition of allylindium or allenylindium to aldedyde to give the functionalized sulfides and bis(sulfides).

References

Apr 11, 2001·Bioorganic & Medicinal Chemistry Letters·Y WangJ E Lachowicz
Dec 26, 2001·Chemical Reviews·T Kondo, T A Mitsudo Ta
Aug 3, 2002·Organic Letters·Craig G BatesD Venkataraman
Oct 19, 2002·Angewandte Chemie·Kooyeon LeePhil Ho Lee
Jul 3, 2004·The Journal of Organic Chemistry·Sung Wook LeePhil Ho Lee
Nov 19, 2004·Organic Letters·Takahiro Itoh, Toshiaki Mase
Dec 21, 2004·Organic Letters·Craig G BatesD Venkataraman
Dec 15, 2005·Journal of the American Chemical Society·Changsheng CaoJennifer A Love
Feb 16, 2006·Journal of the American Chemical Society·Manuel A Fernández-RodríguezJohn F Hartwig
Nov 17, 2006·Organic Letters·Ying-Chieh WongChien-Hong Cheng
Aug 7, 2007·Organic Letters·Yugen ZhangJackie Y Ying
Mar 5, 2008·Angewandte Chemie·Arkaitz CorreaCarsten Bolm

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Citations

Nov 1, 2012·Chemical Reviews·Zhi-Liang ShenTeck-Peng Loh
Aug 2, 2011·Beilstein Journal of Organic Chemistry·K Harsha Vardhan ReddyYvd Nageswar
Oct 25, 2017·Dalton Transactions : an International Journal of Inorganic Chemistry·Gulshan KumarRajeev Gupta
Dec 2, 2014·Chemical Communications : Chem Comm·Yonghong ZhangXuefeng Jiang
Dec 6, 2014·Chemical Communications : Chem Comm·Tasuku InamiSeijiro Matsubara
May 4, 2011·Chemistry, an Asian Journal·Kooyeon LeePhil Ho Lee
Jan 19, 2011·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Chad C Eichman, James P Stambuli
May 8, 2010·Dalton Transactions : an International Journal of Inorganic Chemistry·David V PartykaThomas G Gray
Jun 21, 2019·Organic & Biomolecular Chemistry·Kunita Phakdeeyothin, Sirilata Yotphan
Mar 14, 2020·Organic & Biomolecular Chemistry·Amit BhowmikRodney A Fernandes
Apr 21, 2011·Angewandte Chemie·Rajarshi Samanta, Andrey P Antonchick
May 1, 2015·Chemistry : a European Journal·Debasish KunduBrindaban C Ranu
Oct 22, 2014·Organic & Biomolecular Chemistry·Guobing YanLianggui Wang
Dec 22, 2017·Organic & Biomolecular Chemistry·Akkharaphong ThupyaiSirilata Yotphan
Aug 20, 2009·Angewandte Chemie·Christopher S BryanMark Lautens
Nov 19, 2020·Organic & Biomolecular Chemistry·Rodney A FernandesSandhya S Yadav
Apr 7, 2009·The Journal of Organic Chemistry·Chad C Eichman, James P Stambuli
Aug 6, 2021·The Journal of Organic Chemistry·Tanmay Chatterjee, Brindaban C Ranu
Jul 7, 2011·Organic Letters·Krista M Wager, Matthew H Daniels
Dec 15, 2010·The Journal of Organic Chemistry·Phil Ho LeeHyonseok Hwang
Mar 12, 2019·The Journal of Organic Chemistry·Rina SikariNanda D Paul
Sep 10, 2014·The Journal of Organic Chemistry·Cristina Pérez-CaaveiroLuis A Sarandeses
Sep 18, 2020·Organic Letters·Andrew C JonesDuncan L Browne

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