Iron-catalyzed Cross-Coupling of Propargyl Carboxylates and Grignard Reagents: Synthesis of Substituted Allenes

Angewandte Chemie
Simon N Kessler, Jan-E. Bäckvall

Abstract

Presented herein is a mild, facile, and efficient iron-catalyzed synthesis of substituted allenes from propargyl carboxylates and Grignard reagents. Only 1-5 mol % of the inexpensive and environmentally benign [Fe(acac)3 ] at -20 °C was sufficient to afford a broad range of substituted allenes in excellent yields. The method tolerates a variety of functional groups.

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Citations

Aug 26, 2017·ChemSusChem·Elwira Bisz, Michal Szostak
Jun 30, 2018·Chemical Communications : Chem Comm·Bo ZhuZhong-Min Su
Sep 6, 2018·Chemistry : a European Journal·Filipe GomesAlois Fürstner
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Nov 20, 2016·Chemistry : a European Journal·Rita Soler-YanesDiego J Cárdenas
Apr 19, 2019·Chemical Science·Changqing YeHongli Bao
Apr 3, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Motahar SkDebasis Banerjee
Nov 7, 2020·Chemical Communications : Chem Comm·Xin-Fang Duan
Mar 26, 2020·The Journal of Organic Chemistry·Veluru Ramesh Naidu, Jan-E Bäckvall
Jan 19, 2018·Organic Letters·Penglin WuShengming Ma
Jul 30, 2021·Chemistry : a European Journal·Srimanta MannaJan-E Bäckvall
Sep 23, 2021·ACS Omega·Leandros P ZorbaGeorgios C Vougioukalakis
Nov 30, 2021·The Journal of Organic Chemistry·Yichuan ZhaoXue-Yuan Liu

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Methods Mentioned

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