36132-65-7Relevant academic research and scientific papers
Oxidative Rearrangement of Primary Amines Using PhI(OAc)2 and Cs2CO3
Yamakoshi, Wataru,Arisawa, Mitsuhiro,Murai, Kenichi
supporting information, (2019/05/08)
An oxidative rearrangement of primary amines mediated by a hypervalent iodine(III) reagent is herein reported. The combination of PhI(OAc)2 and Cs2CO3 proves highly efficient at inducing the direct 1,2-C to N migration of primary amines, which can be applied to the preparation of both acyclic and cyclic amines. A mechanistic study shows that the rearrangement proceeds via a concerted mechanism.
Improving C=N bond reductions with (Cyclopentadienone)iron complexes: Scope and limitations
Cettolin, Mattia,Bai, Xishan,Lübken, Dennis,Gatti, Marco,Facchini, Sofia Vailati,Piarulli, Umberto,Pignataro, Luca,Gennari, Cesare
supporting information, p. 647 - 654 (2018/10/24)
Herein, we broaden the application scope of (cyclo-pentadienone)iron complexes 1 in C=N bond reduction. The catalytic scope of pre-catalyst 1b, which is more active than the “Kn?lker complex” (1a) and other members of its family, has been expanded to the catalytic transfer hydrogenation (CTH) of a wider range of aldimines and ketimines, either pre-isolated or generated in situ. The kinetics of 1b-promoted CTH of ketimine S1 were assessed, showing a pseudo-first order profile, with TOF = 6.07 h–1 at 50 % conversion. Moreover, the chiral complex 1c and its analog 1d were employed in the enantioselective reduction of ketimines and reductive amination of ketones, giving fair to good yields and moderate enantioselectivity.
B(C6F5)3 mediated arene hydrogenation/transannulation of para-methoxyanilines
Longobardi, Lauren E.,Mahdi, Tayseer,Stephan, Douglas W.
supporting information, p. 7114 - 7117 (2015/04/27)
The stoichiometric reaction of para-methoxyanilines and B(C6F5)3 under H2 results in reduction of the N-bound phenyl ring(s), and subsequent transannular ring closure with elimination of methanol, affording the respective 7-azabicyclo[2.2.1]heptane derivatives.
Entrapment and kinetic resolution of stabilized axial and equatorial conformers of spiro-β-lactams
Anand, Naveen,Shah, Bhahwal A.,Kapoor, Munish,Parshad, Rajinder,Sharma, Rattan L.,Hundal, Maninder S.,Pannu, Ajay P. S.,Bharatam, Prasad V.,Taneja, Subhash C.
experimental part, p. 5999 - 6006 (2011/10/09)
The facile synthesis of the stabilized axial and equatorial conformers of spiro-β-lactams was achieved via entrapment of cyclohexanone imines (Schiff bases) with acetoxyacetyl chloride in a [2 + 2]-cycloaddition reaction followed by their kinetic resolution. The immobilization of the racemic substrates on an inert solid support significantly reduced the reaction time and improved the enantioselectivity of conformers during kinetic resolution. The mechanism of the formation of the spiro-β-lactams was explored using B3LYP/6-31+G* level quantum chemical calculations.
N-substituted imines by the copper-catalyzed N-imination of boronic acids and organostannanes with O-acyl ketoximes
Liu, Songbai,Yu, Ying,Liebeskind, Lanny S.
, p. 1947 - 1950 (2008/02/02)
Catalytic quantities of copper(I) or copper(II) sources catalyze the N-imination of boronic acids and organostannanes through reaction with oxime O-carboxylates under nonbasic conditions. This method tolerates various functional groups and takes place efficiently using aryl, heteroaryl, and alkenyl boronic acids and stannanes.
In vitro antifungal activity of new series of homoallylamines and related compounds with inhibitory properties of the synthesis of fungal cell wall polymers
Vargas M., Leonor Y.,Castelli, Maria V.,Kouznetsov, Vladimir V.,Urbina G., Juan M.,Lopez, Silvia N.,Sortino, Maximiliano,Enriz, Ricardo D.,Ribas, Juan C.,Zacchino, Susana
, p. 1531 - 1550 (2007/10/03)
The synthesis, in vitro antifungal evaluation and SAR studies of 101 compounds of the 4-aryl-, 4-alkyl-, 4-pyridyl or -quinolinyl-4-N-arylamino-1-butenes series and related compounds, are reported here. Active structures showed to inhibit (1,3)-β-D-glucan and mainly chitin synthases, enzymes that catalyze the synthesis of the major fungal cell wall polymers.
Catalytic Synthesis of Triarylamines
Tarasievich,Mikhalevskaya,Kozlov
, p. 1100 - 1102 (2007/10/03)
Condensation along Ullman reaction in the presence of copper catalysts was carried out with para-substituted arylamines and p-iodotoluene to yield the corresponding triarylamines. For preparation of diarylamines was used dehydrogenation of N-cycloalkylanilines and azomethines; diarylamines were obtained through dehydroamination of cycloaliphatic alcohols with anilines.
Method for preparing aromatic secondary amino compound
-
, (2008/06/13)
Disclosed are (1) a method for preparing an aromatic secondary amino compound which comprises reacting an N-cyclohexylideneamino compound in the presence of a hydrogen moving catalyst and a hydrogen acceptor by the use of a sulfur-free polar solvent and/or a cocatalyst, and (2) a method for preparing an aromatic secondary amino compound which comprises reacting cyclohexanone or a nucleus-substituted cyclohexanone, an amine and a nitro compound corresponding to the amine in a sulfur-free polar solvent in the presence of a hydrogen moving catalyst, a cocatalyst being added or not added. In a further aspect, a method is provided for the preparation of aminodiphenylamine by reacting phenylenediamine and cyclohexanone in the presence of a hydrogen transfer catalyst in a sulfur-free polar solvent while using nitroaniline as a hydrogen acceptor.
SYNTHESIS AND NITRATION OF 4,6(4,8)-DIMETHYL-4-METHYL-6(8)-METHOXY-1,2,3,4-TETRAHYDROSPIRO
Kuznetsov, V. V.,Pal'ma, A.,Aliev, A. E.,Fernandes, M.,Prostakov, N. S.,Varlamov, A. V.
, p. 671 - 675 (2007/10/02)
The cyclization of 1-allyl-1-arylaminocyclohexanes under conditions of acid catalysis afforded 1,2,3,4-tetrahydro-4-methylspiro methyl (methoxy)-substituted in the phenylene ring.Their mono- and dinitro derivatives were synthesiz
Imine-enamine tautomerism in the anils of cyclohexanone and 2-(β-cyanoethyl)cyclohexanone
Kayukova, L. A.,Erzhanov, K. B.,Umarova, Z. N.
, p. 111 - 119 (2007/10/02)
The products from the condensation of cyclohexanone and 2-(β-cyanoethyl)cyclohexanone with para- and ortho-disubstituted anilines in 10percent solutions in carbon tetrachloride exist as mixtures of the imine and enamine tautomers.The tautomeric compositio
