2022
DOI: 10.1039/d2sc04311d
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Palladium-catalysed C–H arylation of benzophospholes with aryl halides

Abstract: A palladium-catalysed C–H arylation of benzophospholes with aryl halides has been developed. The reaction with aryl iodides and bromides proceeds well even under phosphine ligand-free Pd(OAc)2 catalysis whereas the Pd(PCy3)2...

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Cited by 10 publications
(6 citation statements)
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“…7,17,27,29,32,33 As mentioned above, another attractive feature of the Ag Ipromoted cycloisomerization route is to provide efficient access to the parent benzophosphole oxide 2o. Given the recent progress achieved in the post-functionalization of BPO 26,[34][35][36][37] we wondered about the possibility to derivatize 2o by C-H activation. In particular, we became interested in the installation of vinyl groups at C2 since it is challenging by other means.…”
Section: Resultsmentioning
confidence: 99%
“…7,17,27,29,32,33 As mentioned above, another attractive feature of the Ag Ipromoted cycloisomerization route is to provide efficient access to the parent benzophosphole oxide 2o. Given the recent progress achieved in the post-functionalization of BPO 26,[34][35][36][37] we wondered about the possibility to derivatize 2o by C-H activation. In particular, we became interested in the installation of vinyl groups at C2 since it is challenging by other means.…”
Section: Resultsmentioning
confidence: 99%
“…Indeed, the introduction of two electron‐withdrawing phosphole P ‐oxide moieties significantly increases the electron‐accepting nature of these systems, while the presence of two stereogenic phosphorus atoms provides the cis and trans stereoisomers with respect to the directions of the P=O bonds. Some examples of both cis and trans bis‐(benzo[ b ]phosphole) P ‐oxides have been reported in the literature and fully characterized (Figure 1, structure A , example of a cis isomer), [9i,11h,13c] whereas structures containing two phosphole P ‐oxide units connected by a π‐spacer (i.e., phenyl ring) are still scarce, and attempts to separate the two diastereoisomers failed (Figure 1, structure B , example of a cis isomer) [11f,g,16] …”
Section: Introductionmentioning
confidence: 99%
“…Phosphindole oxides are widely used in developing functional materials and their synthesis has been well studied [39][40][41] . They may serve as readily available precursors for the synthesis of P-stereogenic phosphindane derivatives via a kinetic resolution process, which is a practically useful strategy for accessing challenging chiral scaffold [42][43][44][45] .…”
mentioning
confidence: 99%