30923-59-2Relevant articles and documents
Organocatalytic selective benzoylation of alcohols with trichloromethyl phenyl ketone: Inverse selectivity in benzoylation of alcohols containing phenol or aromatic amine functionality
Ram, Ram N.,Soni, Vineet Kumar,Gupta, Dharmendra Kumar
, p. 9068 - 9075 (2012/11/07)
Trichloromethyl phenyl ketone benzoylates primary and secondary aliphatic alcoholic groups in compounds also containing a phenolic group in the presence of 2-10 mol % of PMDETA organocatalyst at room temperature in high yields and excellent selectivity. It also shows the potential to selectively benzoylate primary alcoholic groups of aminoarylalkanols and primary-secondary diols as well as primary amino group of alkyl amines in the presence of aryl amines under similar conditions. A rationale for the selectivity and efficiency of the reaction has been provided.
Efficient access to orthoquinols and their [4 + 2] cyclodimers via SIBX-mediated hydroxylative phenol dearomatization
Lebrasseur, Nathalie,Gagnepain, Julien,Ozanne-Beaudenon, Aurelie,Leger, Jean-Michel,Quideau, Stephane
, p. 6280 - 6283 (2008/02/10)
(Chemical Equation Presented) SIBX, the nonexplosive formulation of the λ5-iodane 2-iodoxybenzioc acid (IBX), safely and efficiently mediates the hydroxylative dearomatization of various 2-alkylphenols and napthols into orthoquinols or their [4 + 2] cyclodimers. Reactions are typically run at room temperature using SIBX as a suspension in THF. Using these conditions, natural products such as the cyclodimer of the terpene carvacrol and, for the first time, the shikimate-derived (±)-grandifloracin were prepared in one step from their respective phenolic precursor.
DIALKYL ACYLPHOSPHONATES: A NEW ACYLATING AGENT OF ALCOHOLS
Sekine, Mitsuo,Kume, Akiko,Hata, Tsujiaki
, p. 3617 - 3620 (2007/10/02)
Diethyl benzoylphosphonate (1) underwent facile benzoylation of alcohols in the presence of DBU.Reactions of diols containing primary and secondary hydroxyl groups with 1 gave predominantly monobenzoates in which primary hydroxyl groups were highly selectively benzoylated.Related acylations were also described.