7555-01-3Relevant academic research and scientific papers
Visible-Light-Promoted Regio- and Stereoselective Oxyalkenyl-ation of Phosphinyl Allenes
Sun, Xue,Liu, Teng,Yang, Yan-Tong,Gu, Yue-Jie,Liu, Yu-Wei,Ji, Yi-Gang,Luo, Kai,Zhu, Jie,Wu, Lei
supporting information, p. 2701 - 2708 (2020/05/18)
A highly regio- and stereoselective oxyalkenylation of phosphinyl allenes is revealed for the first time. This protocol, merging visible light photoredox and palladium catalysis, provides a direct approach to conjugated tertiary allylic alcohol derivatives with broad functional group tolerance in moderate to excellent yields. Mechanistic studies suggest that, although two possible pathways exist in the transformation, radical oxyalkenylation promoted by visible light photoredox takes over the major pathway. (Figure presented.).
I2/TBHP Mediated Divergent C(sp2)-P Cleavage of Allenylphosphine Oxides: Substituent-Controlled Regioselectivity
Liu, Teng,Zhu, Jie,Sun, Xue,Cheng, Liang,Wu, Lei
supporting information, p. 3532 - 3537 (2019/07/09)
A highly regioselective C(sp2)-P(O) cleavage of allenylphosphine oxides mediated by I2/TBHP is achieved for the first time. The divergent pathway via cleavage of (Ph)C?P(O) or (allene)C?P(O) modulated by substituents, renders the formation of 4-iodo-2-phenyl-5H-1,2-oxa-phosphole 2-oxide and α-iodoenone derivatives, respectively. A plausible mechanism through radical pathways, along with the cleavage of phenyl and diphenylphosphine oxide moieties, are verified by the trapping experiments and 18O-isotopic labeling studies. (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
, 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.
Bifunctionalized allenes, VII: Two methods for one-pot synthesis of sulfonyl-functionalized allenecarboxylates and phosphorylated allenes
Christov, Valerij,Ivanova, Jordanka
, p. 2231 - 2244 (2007/10/03)
Two new approaches to the synthesis of sulfonyl-functionalized allenecarboxylates and phosphorylated allenes are described. 2-Sulfonyl-alka-2,3-dienoates were readily prepared in an one-pot reaction by [2,3]-sigmatropic rearrangement of sulfinato-substitu
