3304-23-2Relevant articles and documents
A catalytic, mild and efficient protocol for the C-3 aerial hydroxylation of oxindoles
Buckley, Benjamin R.,Fernández D.-R., Beatriz
supporting information, p. 843 - 846 (2013/03/13)
A mild, high yielding approach to C-3 hydroxylated oxindoles using catalytic quantities of tetrabutylammonium fluoride and air as the stoicheiometric oxidant is reported over a wide range of substitution patterns.
An efficient procedure for the preparation of (E)-α-alkylidenecycloalkanones mediated by a CeCl3·7H2O-NaI system. Novel methodology for the synthesis of (S)-(-)-pulegone
Bartoli, Giuseppe,Bosco, Marcella,Dalpozzo, Renato,Giuliani, Arianna,Marcantoni, Enrico,Mecozzi, Tiziana,Sambri, Letizia,Torregiani, Elisabetta
, p. 9111 - 9114 (2007/10/03)
2-Alkylidenecycloalkanones are powerful synthons used as the key intermediates in many important syntheses. Because of their potential, a general method of preparation from readily available starting materials, under very mild conditions, was considered to be worthwhile. Cerium(III) chloride heptahydrate in combination with sodium iodide in refluxing acetonitrile promotes a regio- and stereoselective β-elimination reaction to (E)-2-alkylidenecycloalkanones in 2-(1-hydroxyalkyl)cycloalkanones. The synthetic value of the present procedure is demonstrated by the synthesis of monoterpene (S)-(-)-pulegone (8) in its optically active form.
FACILE ROUTES TO BORON ENOLATES. Et3B-MEDIATED REFORMATSKY TYPE REACTION AND THREE COMPONENTS COUPLING REACTION OF ALKYL IODIDES, METHYL VINYL KETONE, AND CARBONYL COMPOUNDS
Nozaki, Kyoko,Oshima, Koichiro,Utimoto, Kiitiro
, p. 1041 - 1044 (2007/10/02)
Reaction of α-bromoketones with Ph3SnH in the presence of Et3B provides boron enolates which react with carbonyl compounds to give β-hydroxyketones in good yields.Et3B-induced Reformatsky type reaction of α-iodoketones with an aldehyde or ketone proceeds without Ph3SnH.