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Propargyl Radicals in Organic Synthesis
Author(s) -
Muresan Marcus,
Subramanian Hariharaputhiran,
Sibi Mukund P.,
Green James R.
Publication year - 2021
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202100367
Subject(s) - propargyl , chemistry , radical , carbocation , organic synthesis , photochemistry , organic chemistry , catalysis
The appearance of propargyl radicals as synthetic intermediates has increased in recent years from a structural curiosity to a frequent occurrence. This minireview covers the synthetically relevant organic chemistry involving the intermediacy of propargyl radicals. The review is organized by the process employed in radical generation, including H‐atom abstraction, propargyl‐X homolyses, radical addition to enynes, reduction of polar C=X bonds, reductions of stable carbocations, and metal‐mediated coupling reactions. The relevant mechanisms of generation and reaction are discussed, as are applications in syntheses of target molecules of interest.