106942-90-9Relevant academic research and scientific papers
Redox-Neutral Coupling between Two C(sp3)?H Bonds Enabled by 1,4-Palladium Shift for the Synthesis of Fused Heterocycles
Rocaboy, Ronan,Anastasiou, Ioannis,Baudoin, Olivier
supporting information, p. 14625 - 14628 (2019/09/16)
The intramolecular coupling of two C(sp3)?H bonds to forge a C(sp3)?C(sp3) bond is enabled by 1,4-Pd shift from a trisubstituted aryl bromide. Contrary to most C(sp3)?C(sp3) cross-dehydrogenative couplings, this reaction operates under redox-neutral conditions, with the C?Br bond acting as an internal oxidant. Furthermore, it allows the coupling between two moderately acidic primary or secondary C?H bonds, which are adjacent to an oxygen or nitrogen atom on one side, and benzylic or adjacent to a carbonyl group on the other side. A variety of valuable fused heterocycles were obtained from easily accessible ortho-bromophenol and aniline precursors. The second C?H bond cleavage was successfully replaced with carbonyl insertion to generate other types of C(sp3)-C(sp3) bonds.
4H-Pyran and Pyrylium Hemispherands: Partly Preorganized Ionophores with Reactive Molecular Cavities
Dijkstra, Pieter J.,Hertog, Herman J. den,Eerden, Johan van,Harkema, Sybolt,Reinhoudt, David N.
, p. 374 - 382 (2007/10/02)
The synthesis and reactivity of a 2,6-diaryl-substituted pyrylium cation incorporated in an 18-membered macrocycle (3a,b) has been studied.Hemispherands with a central pyridine (4a,b) and with alkyl- or phenyl-substituted pyridinium ions (5a,b) were obtai
THE SYNTHESIS OF 4H-PYRAN CONTAINING HEMISPHERANDS VIA PYRYLIUM SALTS
Dijkstra, P. J.,Steen, B. J. van,Hams, B. H. M.,Hertog, H. J. den,Reinhoudt, D. N.
, p. 3183 - 3186 (2007/10/02)
Two new hemispherands 2a and 2b containing a central 4H-pyran unit were synthesized via appropiately substituted 2,6-phenyl pyrylium salts; largest ΔG0 values of complexation of 2a and 2b with different alkali picrates are found for Na(+) and K(+).
