Category: 1237588-12-3

Wang, Youliang published the artcileIntramolecular Insertions into Unactivated C(sp³)-H Bonds by Oxidatively Generated ¦Â-Diketone-¦Á-Gold Carbenes: Synthesis of Cyclopentanones, HPLC of Formula: 1237588-12-3, the publication is Journal of the American Chemical Society (2015), 137(16), 5316-5319, database is CAplus and MEDLINE.

Generation of reactive ¦Á-oxo gold carbene intermediates via gold-catalyzed oxidation of alkynes has become an increasing versatile strategy of replacing hazardous diazo carbonyl compounds with benign and readily available alkynes in the development of efficient synthetic methods. However, one of the hallmarks of metal carbene/carbenoid chem., i.e., insertion into an unactivated C(sp³)-H bond, has not be realized. This study reveals for the first time that this highly valuable transformation can be readily realized intramolecularly by oxidatively generated ¦Â-diketone-¦Á-gold carbenes using ynones as substrates. Substrate conformation control via the Thorpe-Ingold effect is the key design feature that enables generally good to excellent efficiencies, and synthetically versatile cyclopentanones including spiro-, bridged, and fused bicyclic ones can be readily accessed.

Journal of the American Chemical Society published new progress about 1237588-12-3. 1237588-12-3 belongs to catalysis-chemistry, auxiliary class Mono-phosphine Ligands, name is 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, and the molecular formula is C10H12O5, HPLC of Formula: 1237588-12-3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Wu, Gongde published the artcileOne-step synthesis of methanesulfonyloxymethyl ketones via gold-catalyzed oxidation of terminal alkynes: A combination of ligand and counter anion enables high efficiency and a one-pot synthesis of 2,4-disubstituted thiazoles, Related Products of catalysis-chemistry, the publication is Advanced Synthesis & Catalysis (2014), 356(6), 1229-1234, database is CAplus.

The Au(I) complex of (2-morpholinophenyl)diadamantanylphosphine (Mor-DalPhos) as P,N-bidentate ligand and mesylate as counter ion catalyzed efficient oxidative transformations of various terminal alkynes into synthetically versatile [(methanesulfonyl)oxy]methyl ketones. The mild reaction conditions and high efficiency permit the one-pot synthesis of a range of valuable 2,4-disubstituted thiazoles by subjecting the resulting reaction mixture to a further condensation with thioamides under mild conditions.

Advanced Synthesis & Catalysis published new progress about 1237588-12-3. 1237588-12-3 belongs to catalysis-chemistry, auxiliary class Mono-phosphine Ligands, name is 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, and the molecular formula is C8H10O2, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Crawford, Sarah M. published the artcileProbing the effect of donor-fragment substitution in Mor-DalPhos on palladium-catalyzed C-N and C-C cross-coupling reactivity, Application In Synthesis of 1237588-12-3, the publication is Canadian Journal of Chemistry (2018), 96(6), 578-586, database is CAplus.

The competitive catalytic screening of 18 known and newly prepared Mor-DalPhos ligand variants, 1-R₂N-2-PR¹₂C₆H₄ (R = Me; R₂N = 4-morpholinyl, 1-azetidinyl, 1-pyrrolidinyl, 1-piperidinyl, 2-tetrahydroisoquinolinyl, 1-piperazinyl; R¹ = Ph, 2-MeC₆H₄, Cy, ^tBu, 1-adamantyl, 3,5-dimethyl-1-adamantyl) in the palladium-catalyzed cross-coupling of chlorobenzene with aniline, octylamine, morpholine, indole, ammonia, or acetone is presented, including ligands derived from the new secondary phosphine HP(^Me2Ad)₂ (^Me2Ad = 3,5-dimethyl-1-adamantyl). Although triarylphosphine ancillary ligand variants performed poorly in these test reactions, ligands featuring either PAd₂ or P(^Me2Ad)₂ donors (Ad = 1-adamantyl) gave rise to superior catalytic performance. Multiple Mor-DalPhos variants proved effective in cross-couplings involving aniline, octylamine, or morpholine; conversely, only a smaller subset of ligands proved useful in related cross-couplings of indole, ammonia, or acetone. In the case of the N-arylation of indole, a Mor-DalPhos ligand variant featuring ortho-disposed PAd₂ and dimethylmorpholino donor fragments (L13) proved superior to all other ligands surveyed, including the parent ligand Mor-DalPhos (L5). Conversely, L5 was found to be superior to all other ligands in the palladium-catalyzed monoarylation of ammonia. Ligand L6 (i.e., the P(^Me2Ad)₂ variant of L5) proved superior to all other ligands in the monoarylation of acetone and, with the exception of indole N-arylation, was the most broadly useful of the Mor-DalPhos ligands surveyed herein.

Canadian Journal of Chemistry published new progress about 1237588-12-3. 1237588-12-3 belongs to catalysis-chemistry, auxiliary class Mono-phosphine Ligands, name is 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, and the molecular formula is C30H42NOP, Application In Synthesis of 1237588-12-3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Wu, Gongde published the artcileOne-step synthesis of 2,4-disubstituted thiazoles in Au(I) complex/zinc salt catalytic system, HPLC of Formula: 1237588-12-3, the publication is Youji Huaxue (2015), 35(12), 2537-2544, database is CAplus.

Ten typical P,N-bidentate ligands were selected to synthesize the corresponding Au(I) complexes. The catalytic system of Au(I) complex/metal salt was employed in the catalytic oxidation of terminal alkynes with the oxidant of 8-methylquinoline N-oxide. And then 2,4-disubstituted thiazoles were synthesized from the oxidized alkynes and thioamides. It was found that the catalytic system of 5 mol% Mor-DalPhosAuCl/10 mol% Zn(NTf₂)₂ showed the optimum catalytic performance in this reaction via adjusting reaction parameters. Furthermore, ten kinds of 2,4-disubstituted thiazoles were effectively synthesized in one-step. So a simple and direct synthetic route was explored for the preparation of thiazoles and their derivatives

Youji Huaxue published new progress about 1237588-12-3. 1237588-12-3 belongs to catalysis-chemistry, auxiliary class Mono-phosphine Ligands, name is 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, and the molecular formula is C8H10O2, HPLC of Formula: 1237588-12-3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Wu, Gongde published the artcileHighly efficient one-pot synthesis of 2,4-disubstituted thiazoles using Au(I) catalyzed oxidation system at room temperature, Formula: C30H42NOP, the publication is Catalysts (2016), 6(8), 126/1-126/9, database is CAplus.

A gold complex catalysts with Mor-DalPhos ligands were successfully prepared using mesylates as counter ions. Seven ammonium sulfonates were synthesized to promote the production of intermediate sulfonyloxymethyl ketone. It was found that low-acidity N,N-dimethylbenzenaminium methanesulfonate showed excellent activity in the reaction. Furthermore, the catalysts effectively avoided the loss of activity due to the low acidity. Various thioamides were directly added to the resulting reaction mixture without the separation of intermediate product. Then, twenty kinds of 2,4-disubstituted thiazoles were efficiently synthesized at room temperature with the highest yield of 91%. An efficiency and mild gold-catalyzed oxidation system for the one-pot synthesis of thiazole and its derivatives was provided.

Catalysts published new progress about 1237588-12-3. 1237588-12-3 belongs to catalysis-chemistry, auxiliary class Mono-phosphine Ligands, name is 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, and the molecular formula is C10H18O, Formula: C30H42NOP.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Borjian, Sogol published the artcilePd(¦Ç³-1-PhC₃H₄)(¦Ç⁵-C₅H₅) as a Catalyst Precursor for Buchwald-Hartwig Amination Reactions, COA of Formula: C30H42NOP, the publication is Organometallics (2014), 33(15), 3928-3935, database is CAplus.

The compound Pd(¦Ç³-1-Ph-C₃H₄)(¦Ç⁵-C₅H₅) (I) reacts cleanly with many tertiary phosphines L to undergo reductive elimination of PhC₃H₄-C₅H₅ and form palladium(0) species of the types PdL_n (n = 2, 3), long believed to be exemplary catalysts for Suzuki-Miyaura, Heck-Mizoroki, and Sonogashira cross-coupling reactions. I has accordingly been generally much more effective for these catalytic processes than are conventional catalyst precursors such as Pd(PPh₃)₄, Pd₂(dba)₃, PdCl₂, and Pd(OAc)₂, in large part because I stands alone in this series for its ability to generate specifically and efficiently the desired species PdL₂ in many cases. Authors have now investigated I as a precursor for prototypical Buchwald-Hartwig amination reactions of 4-bromo- and 4-chloroanisole with morpholine, making comparisons with Pd₂(dba)₃, Pd(OAc)₂, and [Pd(¦Ç³-1-Ph-C₃H₄)Cl]₂ (IV). In this work authors have utilized PBu^t₃ because of its general effectiveness, and have also assessed XPhos and Mor-Dalphos, representatives of important classes of phosphines utilized elsewhere for amination reactions.

Organometallics published new progress about 1237588-12-3. 1237588-12-3 belongs to catalysis-chemistry, auxiliary class Mono-phosphine Ligands, name is 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, and the molecular formula is C30H42NOP, COA of Formula: C30H42NOP.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Tardiff, Bennett J. published the artcileBuchwald-Hartwig amination of (hetero)aryl chlorides by employing Mor-DalPhos under aqueous and solvent-free conditions, Recommanded Product: 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, the publication is European Journal of Organic Chemistry (2012), 2012(21), 3972-3977, S3972/1-S3972/127, database is CAplus.

Aryl amines e. g., I are prepared via Buchwald-Hartwig amination of (hetero)aryl chlorides with primary or secondary amines conducted either under aqueous conditions without the use of co-solvents and/or surfactants or under solvent-free conditions using [Pd(cinnamyl)Cl]₂/Mor-DalPhos catalyst system. We have established that reactions of this type can be conducted without the rigorous exclusion of air, and in the case of the solvent-free reactions, we have demonstrated that appropriately selected liquid and solid reagents can be employed successfully.

European Journal of Organic Chemistry published new progress about 1237588-12-3. 1237588-12-3 belongs to catalysis-chemistry, auxiliary class Mono-phosphine Ligands, name is 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, and the molecular formula is C13H13N5O, Recommanded Product: 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Lundgren, Rylan J. published the artcilePalladium-Catalyzed Cross-Coupling of Aryl Chlorides and Tosylates with Hydrazine, Name: 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, the publication is Angewandte Chemie, International Edition (2010), 49(46), 8686-8690, S8686/1-S8686/45, database is CAplus and MEDLINE.

The cross-coupling of aryl chlorides and tosylates with hydrazine in presence of cinnamylpalladium chloride dimer and 4-[2-(bis(1-adamantanyl)phosphinyl)phenyl]morpholine proceeds rapidly with excellent chemoselectivity under mild conditions.

Angewandte Chemie, International Edition published new progress about 1237588-12-3. 1237588-12-3 belongs to catalysis-chemistry, auxiliary class Mono-phosphine Ligands, name is 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, and the molecular formula is C30H42NOP, Name: 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Hesp, Kevin D. published the artcileStereo- and Regioselective Gold-Catalyzed Hydroamination of Internal Alkynes with Dialkylamines, HPLC of Formula: 1237588-12-3, the publication is Journal of the American Chemical Society (2010), 132(51), 18026-18029, database is CAplus and MEDLINE.

The use of a P,N-ligand to support a gold complex as a state-of-the-art precatalyst for the stereoselective hydroamination of internal aryl alkynes with dialkylamines to afford E-enamine products, e.g., I is reported. Substrates featuring a diverse range of functional groups on both the amine (ether, sulfide, N-Boc amine, fluoro, nitrile, nitro, alc., N-heterocycles, amide, ester, and carboxylic acid) and alkyne (ether, N-heterocycles, N-phthalimide amines, and silyl ethers) are accommodated with synthetically useful regioselectivity.

Journal of the American Chemical Society published new progress about 1237588-12-3. 1237588-12-3 belongs to catalysis-chemistry, auxiliary class Mono-phosphine Ligands, name is 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, and the molecular formula is C30H42NOP, HPLC of Formula: 1237588-12-3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Alsabeh, Pamela G. published the artcileAminocarbonylation of (Hetero)aryl Bromides with Ammonia and Amines using a Palladium/DalPhos Catalyst System, Category: catalysis-chemistry, the publication is Advanced Synthesis & Catalysis (2012), 354(16), 3065-3070, S3065/1-S3065/28, database is CAplus.

Variants of the DalPhos ligand family were examined in a palladium-catalyzed carbonylative amination reaction using inexpensive carbon monoxide and ammonia as reagents. As a result of this survey, the Pyr-DalPhos ligand was identified as being effective for the selective aminocarbonylation of aryl bromides with ammonia, as well as primary and secondary alkylamines. A variety of primary aromatic, heteroaromatic and N-substituted benzamides were formed in moderate to good yields. As part of this study, a (Mor-DalPhos)Pd-benzoyl complex was prepared and crystallog. characterized, thereby showing the viability of the carbonyl insertion step.

Advanced Synthesis & Catalysis published new progress about 1237588-12-3. 1237588-12-3 belongs to catalysis-chemistry, auxiliary class Mono-phosphine Ligands, name is 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, and the molecular formula is C30H42NOP, Category: catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia