Regioselective Halogenation of 1,4-Benzodiazepinones via CH Activation
نویسندگان
چکیده
This article reports an efficient CH activation process for regioselective halogenation of 1,4-benzodiazepinones. Direct halogenation with NXS (X = Br, I) affords halogenated benzodiazepinones on the central aromatic ring whereas catalyst (Pd(OAc)2) controlled CH activation furnishes regioselectively ortho halogenated benzodiazepinones on the phenyl side chain.
منابع مشابه
Synthesis of 3-aminoBODIPY dyes via copper-catalyzed vicarious nucleophilic substitution of 2-halogeno derivatives.
2-Halogeno BODIPYs undergo copper catalysed nucleophilic substitution with alkyl amines and anilines and an amide to give the corresponding 3-aminoBODIPY derivatives. The substrates are readily prepared by the regioselective 2-halogenation of the chemically robust, preformed BODIPYs thus providing an alternative to direct nucleophilic substitution of the corresponding 3-halogenoBODIPYs which re...
متن کاملRegioselective lactonization of unsymmetrical 1,4-diols: an efficient access to lactone lignans.
A Cp*Ru-based bifunctional catalyst system (Cp* = η(5)-C(5)(CH(3))(5)) with a suitably-designed PN ligand (PN = chelating tertiary phosphine-protic amine ligand) has been developed for a regioselective lactonization of unsymmetrically substituted 1,4-diols, which may provide an expeditious access to a variety of lactone lignans.
متن کاملZinc-mediated CH-activation of tetrahydrofuran under mild conditions for the regioselective addition to aryl-propiolates.
The CH-activation of THF is realized in a zinc-mediated process using a dibromocyclopropane as a crucial additive. The highly regioselective addition to aryl-substituted propiolates as well as the regio- and stereoselective addition to diynes are described.
متن کاملREGIOSPECIFIC SYNTHESIS OF 1,6- DIMETHY L-9,lO-ANTHRACENEDIONE
Treatment of acetyl- 1,4-benzoquinone with isoprene gave the corresponding regioselective adduct (I). Rearrangement of the adduct (1) in pyridine and methanol gave 2-acetyl-5, 8-dihydro-6-methyl- 1,4-dihydroxynaphthalene (2). Silver oxide oxidation of the rearranged product (2) gave 2-acetyl-5,8-dihydro- 6-methyl- 1,4naphthalenedione (3). Regioselective addition of trans-piperylene to this...
متن کاملRegioselective control of aromatic halogenation reactions in carbon nanotube nanoreactors.
The use of single-walled carbon nanotubes as effective nanoreactors for preparative chemical reactions has been demonstrated for the first time. Extreme spatial confinement of reactant molecules inside nanotubes has been shown to drastically affect both the regioselectivity and kinetics of aromatic halogenation reactions.
متن کامل