1831-15-8Relevant academic research and scientific papers
Copper-Catalyzed Allenylation-Isomerization Sequence of Penta-1,4-diyn-3-yl Acetates with P(O)H Compounds: Facile Synthesis of 1-Phosphonyl 2,4-Diynes
Shen, Ruwei,Yang, Jianlin,Luo, Bing,Zhang, Lixiong,Han, Li-Biao
, p. 3897 - 3906 (2016/12/16)
The copper-catalyzed reaction of 5-substituted penta-1,4-diyn-3-yl acetates with P(O)H compounds to efficiently give a new class of phosphonyl diynes is reported. The reaction may take place through a regioselective nucleophilic attack of phosphorus nucleophiles on Cu-allenylidene intermediates to form allenyl intermediates followed by a rapid allene-alkyne isomerization process. The synthetic utility of the obtained products is demonstrated. (Figure presented.).
Convenient synthesis of allenylphosphoryl compounds: Via Cu-catalysed couplings of P(O)H compounds with propargyl acetates
Shen, Ruwei,Luo, Bing,Yang, Jianlin,Zhang, Lixiong,Han, Li-Biao
supporting information, p. 6451 - 6454 (2016/05/24)
A novel Cu-catalysed substitution reaction of propargyl acetates with P(O)H compounds is developed to afford allenylphosphoryl compounds via C-P bond coupling in high yields under mild conditions. A plausible mechanism involving the nucleophilic interception of the Cu-allenylidene intermediates is proposed.
Novel, stereoselective and stereospecific synthesis of allenylphosphonates and related compounds via palladium-catalyzed propargylic substitution
Kalek, Marcin,Stawinski, Jacek
, p. 1741 - 1755 (2011/09/15)
We have developed a novel method for the synthesis of allenylphosphonates and related compounds based on a palladium(0)-catalyzed reaction of propargylic derivatives with H-phosphonate, H-phosphonothioate, H-phosphonoselenoate, and H-phosphinate esters. The reaction is stereoselective and stereospecific, and provides a convenient entry to a vast array of allenylphosphonates and their analogues with diverse substitution patterns in the allenic moiety and at the phosphorus center. Some mechanistic aspects of this new reaction were also investigated. Copyright
