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Phosphorus‐Carbon Bond Formation: Palladium‐Catalyzed Cross‐Coupling of H‐Phosphinates and Other P(O)H‐Containing Compounds
| Content Provider | Semantic Scholar |
|---|---|
| Author | Berger, Olivier Petit, Christelle Deal, Eric L. Montchamp, Jean-Luc |
| Copyright Year | 2013 |
| Abstract | Two generally applicable systems have been developed for the cross-coupling of P(O)H compounds with Csp2X and related partners. Palladium catalysis using a ligand/additive combination, typically either xantphos/ethylene glycol or 1,1′-bis(diphenylphosphino)ferrocene/1,2-dimethoxyethane, with diisopropylethylamine as the base, proved to be generally useful for the synthesis of numerous PC containing compounds. Routinely, 2 mol% of catalyst are employed (less than half the amount typically employed in most other literature reports). In most cases, excellent results are obtained with a variety of electrophiles (RX, where R=alkenyl, allyl, alkynyl, etc.). The full account of our studies is disclosed, including tandem hydrophosphinylation/coupling and coupling/coupling for doubly catalytic phosphorus-carbon bond formation. The methodology compares favorably with any existing literature report. The use of an additive appears to be a generally useful strategy to control the reactivity of phosphinylidene compounds. |
| Starting Page | 1361 |
| Ending Page | 1373 |
| Page Count | 13 |
| File Format | PDF HTM / HTML |
| DOI | 10.1002/adsc.201300069 |
| Volume Number | 355 |
| Alternate Webpage(s) | http://pdf-s2.xuebalib.com:1262/6oqh0Qsb3qF9.pdf |
| Alternate Webpage(s) | https://doi.org/10.1002/adsc.201300069 |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
