904923-95-1Relevant articles and documents
Cobalt-Catalyzed Enantioselective C–H Arylation of Indoles
Ackermann, Lutz,Jacob, Nicolas,Oliveira, Jo?o C. A.,Wencel-Delord, Joanna,Zaid, Yassir
supporting information, p. 798 - 806 (2022/02/03)
Atropoisomeric (hetero)biaryls are scaffolds with increasing importance in the pharmaceutical and agrochemical industries. Although it is the most obvious disconnection to construct such compounds, the direct enantioselective C–H arylation through the concomitant induction of the chiral information remains extremely challenging and uncommon. Herein, the unprecedented earth-abundant 3d-metal-catalyzed atroposelective direct arylation is reported, furnishing rare atropoisomeric C2-arylated indoles. Kinetic studies and DFT computation revealed an uncommon mechanism for this asymmetric transformation, with the oxidative addition being the rate- and enantio-determining step. Excellent stereoselectivities were reached (up to 96% ee), while using an unusual N-heterocyclic carbene ligand bearing an essential remote substituent. Attractive dispersion interactions along with positive C–H-π interactions exerted by the ligand were identified as key factors to guarantee the excellent enantioselection.
New reactivity patterns of copper(I) and other transition metal NHC complexes: application to ATRC and related reactions
Bull, James A.,Hutchings, Michael G.,Luján, Cristina,Quayle, Peter
, p. 1352 - 1356 (2008/09/18)
Pre-formed transition metal-NHC complex is shown to be an effective catalyst for Atom Transfer Radical Cyclisation (ATRC) reactions.
A remarkably simple and efficient benzannulation reaction
Bull, James A.,Hutchings, Michael G.,Quayle, Peter
, p. 1869 - 1872 (2008/03/12)
(Chemical Equation Presented) On a short fuse: Although fused aromatic rings are common structural motifs in natural products, there are relatively few direct methods for the preparation of such systems from acyclic precursors. An atom-transfer radical cyclization carried out under microwave (MW) irradiation has now been developed which gives rapid access to functionalized aromatic compounds from readily available starting materials (see scheme).
PROCESS FOR SYNTHESIS OF AROMATIC COMPOUNDS
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Page/Page column 12-13, (2008/06/13)
The present invention refers to a process for preparing a compound of the formula (I) wherein R denotes an organic radical which, together with the two carbon atoms to which it is bonded, forms a carbocyclic or heterocyclic ring; R1, R2, R3 and X, independently, denote hydrogen, halogen, nitro, cyano or an organic radical; or R1 and R2 or R2 and R3, together with the carbon atoms to which they are bonded, form a ring; which comprises exposing a compound of the formula (II) wherein R1, R2, R3 and X are defined as given above and Y and Z, independently, have one of the meanings of X; to an energy source in the presence of a catalyst system.
DIHYDROIMIDAZOTHIAZOLE DERIVATIVES
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Page/Page column 64-65, (2008/06/13)
Compounds of formula (I): or pharmaceutically acceptable salts thereof, exhibit 5-HT1A agonism in addition to noradrenaline reuptake inhibition and optionally also 5-HT reuptake inhibition are useful for the treatment of obesity.