Radical Hydrophosphorylation of Alkynes with R2P(O)H Generating Alkenylphosphine Oxides: Scope and Limitations

Radical hydrophosphorylation of aliphatic terminal alkynes with H-phosphine oxides can produce the corresponding anti-Markovnikov alkenylphosphorus adducts in moderate yields. This method is a cleaner approach for the preparation of the corresponding alkenylphosphine oxides, since it avoids the use...

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Bibliographic Details
Published in:Journal of organic chemistry 2018-08, Vol.83 (15), p.8743-8749
Main Authors: Huang, Tianzeng, Saga, Yuta, Guo, Haiqing, Yoshimura, Aya, Ogawa, Akiya, Han, Li-Biao
Format: Article
Language:English
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Summary:Radical hydrophosphorylation of aliphatic terminal alkynes with H-phosphine oxides can produce the corresponding anti-Markovnikov alkenylphosphorus adducts in moderate yields. This method is a cleaner approach for the preparation of the corresponding alkenylphosphine oxides, since it avoids the use of a metal catalyst that sometimes is difficult to remove from the products.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.8b01042