106942-84-1Relevant 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.
Radical-scavenging polyphenols: New strategies for their synthesis
Bovicelli, Paolo
, p. 1703 - 1710 (2008/03/11)
New strategies for the synthesis of polyphenols, compounds with antioxidant properties contained in every kind of plants, are discussed. Syntheses of different classes of polyphenols, namely ubiquinones, present in many natural systems in which electron-transfer mechanisms are involved, hydroxytyrosol, one of the main components of the phenol fraction in olives, and flavonoids, widespread in the plant kingdom, were approached by simple and environmentally sustainable methods.
New convenient synthesis of iridol. An approach to the synthesis of ubiquinones
Bovicelli, Paolo,Antonioletti, Roberto,Barontini, Maurizio,Borioni, Giorgio,Bernini, Roberta,Mincione, Enrico
, p. 1255 - 1257 (2007/10/03)
A strategy for the synthesis of ubiquinones, in which iridol is the key intermediate, has been developed, together with a new convenient synthesis of iridol (2,3-dimethoxy-5-methylphenol) starting from the easily available 4-methylphenol and using mild conditions and friendly and high-yielding reactions.
Use of Pyrylium Synthons in the Synthesis of Hemispherands with Modified Cavities. X-ray Structures of the 21-Hemispherand and a Pyrido Hemispherand
Dijkstra, Pieter J.,Hertog, Herman J. den,Steen, Bart J. van,Zijlstra, Sietze,Skowronska-Ptasinska, Maria
, p. 2433 - 2442 (2007/10/02)
The effect of variation of the rigid part of the parent Cram hemispherand 1a on the preorganization of the macrocyclic cavity has been studied.Four novel 18-membered hemispherands (3,4a-c)have been synthesized via a novel multistep route using 2,6-di- and
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(+).
