- Mechanistic Investigation and Optimization of Photoredox Anti-Markovnikov Hydroamination
-
The reaction mechanism and the origin of the selectivity for the photocatalytic intermolecular anti-Markovnikov hydroamination of unactivated alkenes with primary amines to furnish secondary amines have been revealed by time-resolved laser kinetics measur
- Ganley, Jacob M.,Knowles, Robert R.,Nocera, Daniel G.,Qin, Yangzhong,Sun, Rui,Zhu, Qilei
-
supporting information
p. 10232 - 10242
(2021/07/26)
-
- One-Pot Synthesis of Symmetrical Tertiary and Secondary Amines from Carbonyl Compounds, Ammonium Carbonate and Carbon Monoxide as a Reductant
-
Rh-catalyzed one-step synthesis of tertiary and secondary amines from aldehydes and ketones, ammonium carbonate serving as nitrogen source, and carbon monoxide as a reducing agent has been developed. Aliphatic and aromatic aldehydes lead to the corresponding tertiary symmetrical amines in 69–83 % yields. Aromatic and aliphatic ketones lead to the corresponding secondary symmetrical amines which were obtained in 62–79 % yields.
- Muratov, Karim,Afanasyev, Oleg I.,Kuchuk, Ekaterina,Runikhina, Sofiya,Chusov, Denis
-
supporting information
p. 6557 - 6560
(2019/10/22)
-
- Delineating the critical role of acid additives in Mn-catalysed C-H bond functionalisation processes
-
Addition of co-catalytic Cy2NH to Mn-catalysed C-H bond activation reactions suggests that the conjugate acid, Cy2NH2X, influences catalysis. Here, acids are shown to positively influence C-H bond alkenylation catalysis in
- Anders Hammarback,Robinson, Alan,Lynam, Jason M.,Fairlamb, Ian J. S.
-
supporting information
p. 3211 - 3214
(2019/04/02)
-
- Synthesis, spectroscopic characterization and crystal and molecular structures of phenylphosphonato SnR3 (R=Ph, Me) derivatives
-
Four new phenylphosphonato SnR3 (R=Ph, Me) derivatives have been synthesized and characterized by infrared and Moessbauer spectroscopy. The structure of catena-poly[PhPO3HSnMe3]n has been determined by single-crystal X-ray diffraction analysis. The SnIV atoms are five-coordinated in all compounds, with the SnC3O 2 framework in a trans trigonal bipyramidal arrangement and the PhPO3H- anions being in axial positions. The molecular structure of [PhPO3HSnMe3]n is arranged as a one-dimensional coordination polymer in which planar SnMe3 groups are axially bridged by -O-P-O- linkages of the PhPO3H- ligand. Neighboring chains are linked via O-H...O hydrogen bond interactions, generating a layered structure. In the R2NH 2(PhPO3H)2SnR′3 (R=Cy, Bu; R′=Ph, Me), the SnPh3 or SnMe3 residue is axially coordinated by two monodentate PhPO3H-. The role of the dialkylammonium cation, R2NH2+, is crucial in the lattice building via a hydrogen bond network. These hydrogen bonds contribute to the crystal stability and compactness and result in a three-dimensional arrangement. The aqua complex PhPO3(SnPh 3)2·2H2O has a discrete structure and the anion PhPO32- behaves as a bidentate ligand.
- Diop, Tidiane,Diop, Libasse,Kociok-Kohn, Gabriele,Molloy, Kieran C.,Ardisson, Jose Domingos
-
-
- Convenient synthesis of cyclic carbonates from CO2 and epoxides by simple secondary and primary ammonium iodides as metal-free catalysts under mild conditions and its application to synthesis of polymer bearing cyclic carbonate moiety
-
Hydroiodides of secondary and primary amines effectively catalyzed the reaction of carbon dioxide and epoxides under mild conditions such as ordinary pressure and ambient temperature, to obtain the corresponding five-membered cyclic carbonates in moderate to high yields. Detailed investigation showed that the catalytic activity was highly affected by the counter anions of the ammonium salts; the iodides catalyzed efficiently the carbonate-forming reactions, whereas the bromide and chloride counterparts exhibited almost no catalysis. We also revealed that two important factors on the amine moieties that affected the catalytic reactions. First, the catalytic activity increased with increasing bulkiness of the substituents on the ammonium nitrogen atoms. Second, the catalysis became more efficient as the parent amines become more basic. Dicyclohexylammonium iodide was the best catalyst among the ammonium salts investigated in this study. As an application of this reaction system, we synthesized homo- and copolymers bearing epoxide pendant groups as substrates, which were converted with high efficiency into the corresponding homo- and copolymers bearing cyclic carbonate pendant groups under 1 atm at 45 °C. All polymers were easily purified simply by precipitation in water, and were isolated in high yields (>95%). 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2013. Copyright
- Aoyagi, Naoto,Furusho, Yoshio,Endo, Takeshi
-
p. 1230 - 1242
(2013/03/29)
-
- Catalytic C - H amination with unactivated amines through copper(II) amides
-
En route to catalysis: Two equivalents of the three-coordinate copper(II) amide [(Cl2NN)Cu]-NHAd participate in stoichiometric C - H amination by a H-atom abstraction/radical capture sequence. This active species may be generated through a copper(II) tert-butoxide intermediate to allow for the unprecedented catalytic amination of sp3-C - H bonds with unactivated alkylamines. This method greatly expands the range of amines for catalytic C - H amination since most protocols require N-based electron-withdrawing groups.
- Wiese, Stefan,Badiei, Yosra M.,Gephart, Raymond T.,Mossin, Susanne,Varonka, Matthew S.,Melzer, Marie M.,Meyer, Karsten,Cundari, Thomas R.,Warren, Timothy H.
-
supporting information; experimental part
p. 8850 - 8855
(2011/02/24)
-
- Highly chemoselective Pd-C catalytic hydrodechlorination leading to the highly efficient N-debenzylation of benzylamines
-
(Equation Presented) In the presence of 1,1,2-trichloroethane, a novel procedure for the Pd-C catalytic N-debenzylation of benzylamines was established. The method proceeded in a synergistic catalytic system and directly gave the products as crystal amine hydrochlorides in practically quantitative yields.
- Cheng, Chuanjie,Sun, Jianwei,Xing, Lixin,Xu, Jimin,Wang, Xinyan,Hu, Yuefei
-
supporting information; experimental part
p. 5671 - 5674
(2009/12/08)
-
- Reductive amine deallyl- and debenzylation with alkali metal in Silica Gel (M-SG)
-
Alkali metals in silica gel (the M-SG materials) are effective reagents for reductive deallylation, debenzylation, debenzhydrylation, and detritylation of amines. As such, these reagents provide a convenient alternative to traditional metal ammonia solutions for this class of deprotections.
- Nandi, Partha,Dye, James L.,Jackson, James E.
-
supporting information; experimental part
p. 3864 - 3866
(2009/09/28)
-
- Inhibitors of isoprenyl transferase
-
Provided are novel peptidomimetic isoprenyl transferase inhibitors, methods for synthesizing such inhibitors, and methods for the use of such inhibitors for the treatment of tumors.
- -
-
-
- Method for preparing 6-β-halopenicillanic acids
-
The present invention relates to a new and improved method for the preparation of a compound of the formula I STR1 in which R stands for halogen, giving rise to high yields of substantially pure 6β-halopenicillanic acids, obtained in one step.
- -
-
-
- Process for production of sulfonium compounds
-
Process for production of sulfonium compounds represented by the general formula (III), comprising reacting p-dialkylsulfoniophenols represented by the general formula (I) and carbonyl halogenide compounds represented by the general formula (II) in the presence of secondary amine having the structure in which two secondary alkyl groups are linked to the nitrogen atom., General Formula (I): General Formula (II): General Formula (III): (all the symbols are as described in the appended claims).
- -
-
-
- 1-[Acylthio) and (mercapto)-1-oxoalkyl]-1,2,3,4-tetrahydroquinoline-2-carboxylic acids
-
A series of 1-[acylthio) and (mercapto)-1-oxoalkyl]-1,2,3,4-tetrahydroquinoline-2-carboxylic acids and salts thereof are useful as Angiotensin I converting enzyme inhibitors.
- -
-
-
- FORMATION OF SULPHUR COMPOUNDS DURING THE HYDRODENITROGENATION OF ANILINE, CYCLOHEXYLAMINE, BENZYLAMINE, AND 2-PHENYLETHYLAMINE ON A NICKEL-TUNGSTEN CATALYST IN THE PRESENCE OF HYDROGEN SULPHIDE
-
Hydrodenitrogenations of aniline, cyclohexylamine, benzylamine, and 2-phenylethylamine were performed on a sulphided nickel-tungsten catalyst at 300 deg C in an autoclave filled with hydrogen in the absence and in the presence of hydrogen sulphide.Due to the presence of hydrogen sulphide the degree of conversion increased from 0.9 to 3,6percent for aniline and from 72 to 99percent for benzylamine, and the fraction of neutral substances increased from 2.4 to 7percent for cyclohexylamine and from 5.0 to 8.9percent for 2-phenylethylamine.The neutral fractions contained cyclohexanethiol, thiobenzamide, 2-phenylethanethiol, and other sulphur compounds giving evidence that the increased degree of conversion of the amines was due to the hydrogen sulphide taking direct part in the chemical reaction.
- Cerny, Mirko,Trka, Antonin
-
p. 2387 - 2392
(2007/10/02)
-