A new palladium-mediated approach to 4-N-arylamino-1-butanols from peroxidic tetrahydrofuran and primary aromatic amines
Reaction of primary aromatic amines with peroxidic tetrahydrofuran (THF) in the presence of hydrogen and 10% palladium on carbon catalyst results in THF ring opening to give 4-N-arylamino-1-butanols in a good yield. The reaction mechanism is believed to i
Russell, Henry F.,Bremner, John B.,Bushelle-Edghill, Jennifer,Lewis, Melissa R.,Thomas, Stacey R.,Bates II, Floyd
Ruthenium-catalyzed synthesis of: N -substituted lactams by acceptorless dehydrogenative coupling of diols with primary amines
Herein, we report the first example of synthesis of N-substituted lactams via an acceptorless dehydrogenative coupling of diols with primary amines in one step, which was enabled by combining Ru3(CO)12 with a hybrid N-heterocyclic carbene-phosphine-phosphine ligand as the catalyst.
An efficient and atom-economical route to: N -aryl amino alcohols from primary amines
In this paper we reported a novel method for generation of N-aryl amino alcohols from N,N-disubstituted picolinamides through reduction/ring-opening reaction with NaBH4. The N,N-disubstituted picolinamides can be easily obtained from primary am
Iron-catalysed tandem isomerisation/hydrosilylation reaction of allylic alcohols with amines
An iron(0)-catalysed cascade synthesis of N-alkylated anilines from allylic or homoallylic alcohols and primary and secondary anilines under hydrosilylation conditions has been developed. Notably, a simple Fe(cod)(CO)3 complex (cod = cycloocta-
Rhodium(III)-catalyzed N-nitroso-directed C-H addition to ethyl 2-oxoacetate for cycloaddition/fragmentation synthesis of indazoles
RhIII-catalyzed N-nitroso-directed C-H addition to ethyl 2-oxoacetate allows subsequent construction of indazoles, a privileged heterocycle scaffold in synthetic chemistry, through the exploitation of reactivity between the directing group and installed group. The formal [2+2] cycloaddition/fragmentation reaction pathway identified herein, a unique reactivity pattern hitherto elusive for the N-nitroso group, emphasizes the importance of forward reactivity analysis in the development of useful C-H functionalization-based synthetic tools. The synthetic utility of the protocol is demonstrated with the synthesis of a tri-cyclic-fused ring system. The diversity of covalent linkages available for the nitroso group should enable the extension of the genre of reactivity reported herein to the synthesis of other types of heterocycles.
Chen, Jinsen,Chen, Pei,Song, Chao,Zhu, Jin
supporting information
p. 14245 - 14249
(2015/02/05)
Formation of 4-N-arylamino-1-butanol derivatives from aromatic nitro compounds via a novel palladium-catalyzed tetrahydrofuran ring-opening reaction
4-N-Arylamino-1-butanol derivatives are produced via a palladium-catalyzed tetrahydrofuran ring-opening reaction. This reaction occurs during the reduction of aromatic nitro groups with polymethylhydrosiloxane (PMHS) and potassium fluoride in the presence of hydrogen peroxide. This represents a novel route for the synthesis of 4-N-arylamino-1-butanols.
Moran, Brian W.,Kenny, Peter T. M.
experimental part
p. 3413 - 3418
(2012/10/18)
N- versus O-arylation of aminoalcohols: Orthogonal selectivity in copper-based catalysts
Two complementary protocols for copper-catalyzed arylation of aminoalcohols were developed. Selective N-arylation was accomplished at room temperature using 2-isobutyrylcyclohexanone (a β-diketone) as supporting ligand, while selective O-arylation require
Shafir, Alexandr,Lichtor, Phillip A.,Buchwald, Stephen L.
p. 3490 - 3491
(2008/01/01)
More Articles about upstream products of 356086-86-7