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Iron‐catalyzed Cross‐Coupling of Propargyl Carboxylates and Grignard Reagents: Synthesis of Substituted Allenes
Author(s) -
Kessler Simon N.,
Bäckvall JanE.
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201511139
Subject(s) - propargyl , chemistry , catalysis , allene , reagent , grignard reagent , grignard reaction , organic chemistry , coupling (piping) , combinatorial chemistry , materials science , metallurgy
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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