2019
DOI: 10.1002/anie.201813294
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Base‐Mediated Defluorosilylation of C(sp2)−F and C(sp3)−F Bonds

Abstract: The ability to selectively forge C–heteroatom bonds by C−F scission is typically accomplished by metal catalysts, specialized ligands and/or harsh reaction conditions. Described herein is a base‐mediated defluorosilylation of unactivated C(sp2)−F and C(sp3)−F bonds that obviates the need for metal catalysts. This protocol is characterized by its simplicity, mild reaction conditions, and wide scope, even within the context of late‐stage functionalization, constituting a complementary approach to existing C−Si b… Show more

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Cited by 74 publications
(48 citation statements)
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“…More than this, the chiral twist with right-handed and lefthanded enantiomers was also obtained by incorporating chiral center into C 2 based hydrogelators. [63] By the method above, well-controlled chiral nanofibers could be obtained (Figure 8b). It is known that chirality is one of the most distinctive signatures of life and has great influence on many biological events.…”
Section: Solvent Responsive Hydrogelatorsmentioning
confidence: 99%
“…More than this, the chiral twist with right-handed and lefthanded enantiomers was also obtained by incorporating chiral center into C 2 based hydrogelators. [63] By the method above, well-controlled chiral nanofibers could be obtained (Figure 8b). It is known that chirality is one of the most distinctive signatures of life and has great influence on many biological events.…”
Section: Solvent Responsive Hydrogelatorsmentioning
confidence: 99%
“…In Hammett‐Studien wurde ein ρ ‐Wert von +3.2 gefunden, und quantenchemische Untersuchungen ergaben eine Gibbs‐Aktivierungsenergien von 19–21 kcal mol −1 (Schema ). Vor kurzem sind auch zwei verwandte Studien aus anderen Forschungsgruppen erschienen …”
Section: P‐ N‐ Si‐ Und C‐nukleophileunclassified
“…Doyle and co-workers [9] reported a formal dirhodium(II) carboxylate or Cu(SbF 6 ) 2 -catalyzed [3 + 3] cycloadditions of nitrones with vinylcarbenes to generate 3,6-dihydro-1,2-oxazines in high yields (Scheme 1b). Later on, the Zhang group [10] disclosed an Au(I)-catalyzed tandem cyclization of nitrones with alkynes to assemble optically heterobicyclic furo[3,4d] [1,2]oxazines with excellent diastereoselectivities (Scheme 1c). In contrast, metal-free protocols for the synthesis of above similar structures remain elusive.…”
mentioning
confidence: 99%