7552-71-8Relevant academic research and scientific papers
Nickel-catalyzed cross-coupling of aldehydes with aryl halides: Via hydrazone intermediates
Tang, Jianting,Lv, Leiyang,Dai, Xi-Jie,Li, Chen-Chen,Li, Lu,Li, Chao-Jun
, p. 1750 - 1753 (2018/02/21)
Traditional cross-couplings require stoichiometric organometallic reagents. A novel nickel-catalyzed cross-coupling reaction between aldehydes and aryl halides via hydrazone intermediates has been developed, merging the Wolff-Kishner reduction and the classical cross-coupling reactions. Aromatic aldehydes, aryl iodides and aryl bromides are especially effective in this new cross-coupling chemistry.
Transition-Metal-Free Synthesis of Biarylmethanes from Aryl Iodides and Benzylic Ketones
Pichette Drapeau, Martin,Tlili, Anis,Zaid, Yassir,Toummini, Dounia,Ouazzani Chahdi, Fouad,Sotiropoulos, Jean-Marc,Ollevier, Thierry,Taillefer, Marc
supporting information, p. 17449 - 17453 (2018/11/10)
An original metal-free procedure for the synthesis of biarylmethanes is disclosed herein. The reactions occur with high selectivity starting from aryl iodides and benzylic ketones in the presence of superbasic media (CsOH/DMSO). This procedure allows a straightforward access to a wide range of biarylmethane derivatives substituted with electron-withdrawing and -donating substituents.
Pd-Catalyzed Decarbonylative Cross-Couplings of Aroyl Chlorides
Malapit, Christian A.,Ichiishi, Naoko,Sanford, Melanie S.
supporting information, p. 4142 - 4145 (2017/08/15)
This report describes a method for Pd-catalyzed decarbonylative cross-coupling that enables the conversion of carboxylic acid derivatives to biaryls, aryl amines, aryl ethers, aryl sulfides, aryl boronate esters, and trifluoromethylated arenes. The success of this transformation leverages the Pd0/Brettphos-catalyzed decarbonylative chlorination of aroyl chlorides, which can then participate in diverse cross-coupling reactions in situ using the same Pd catalyst.
A practical cobalt-catalyzed cross-coupling of benzylic zinc reagents with aryl and heteroaryl bromides or chlorides
Benischke, Andreas D.,Knoll, Irina,Rérat, Alice,Gosmini, Corinne,Knochel, Paul
, p. 3171 - 3174 (2016/02/20)
A catalytic system consisting of 5 mol% CoCl2 and 10 mol% isoquinoline allows a convenient cross-coupling of benzylic zinc reagents with various aryl and heteroaryl bromides or chlorides leading to polyfunctionalized diaryl- and aryl-heteroaryl-methane derivatives.
Cobalt co-catalysis for cross-electrophile coupling: Diarylmethanes from benzyl mesylates and aryl halides
Ackerman, Laura K. G.,Anka-Lufford, Lukiana L.,Naodovic, Marina,Weix, Daniel J.
, p. 1115 - 1119 (2015/02/05)
The nickel-catalyzed cross-coupling of aryl halides with alkyl radicals derived from alkyl halides has recently been extended to couplings with carbon radicals generated by a co-catalyst. In this study, a new co-catalyst, cobalt phthalocyanine (Co(Pc)), is introduced and demonstrated to be effective for coupling substrates not prone to homolysis. This is because Co(Pc) reacts with electrophiles by an SN2 mechanism instead of by the electron-transfer or halogen abstraction mechanisms previously explored. Studies demonstrating the orthogonal reactivity of (bpy)Ni and Co(Pc), applying this selectivity to the coupling of benzyl mesylates with aryl halides, and the adaptation of these conditions to the less reactive benzyl phosphate ester and an enantioconvergent reaction are presented.
Palladium-catalyzed carbonylative coupling of benzyl chlorides with aryl boronic acids in aqueous media
Wu, Xiao-Feng,Neumann, Helfried,Beller, Matthias
experimental part, p. 6146 - 6149 (2010/12/24)
A novel chemoselective protocol for the carbonylative Suzuki coupling of benzyl chlorides with aryl boronic acids at low pressure of carbon monoxide has been developed. Applying a commercially available palladium acetate/PCy 3 catalyst system in the presence of potassium phosphate as the base and water as the solvent the coupling reactions proceeded smoothly. To demonstrate the general applicability 12 different α-arylated acetophenones have been synthesized in moderate to good yields (41-78%) under mild conditions.
Benzothiazolin-2-ylidene and azole mixed-ligand complexes of palladium
Yen, Swee Kuan,Koh, Lip Lin,Huynh, Han Vinh,Hor, T. S. Andy
experimental part, p. 4288 - 4297 (2010/01/31)
A series of mixed-ligand, mononuclear complexes trans[PdX 2(NSHC)(azole)] [NSHC = N,S-heterocyclic carbene; azole = imidazole, l-(2,4,6-trimethylphenyl)-1H-imidazole, benzimidazole, benzothiazole and benzoxazole] have been prepared and characterised by X-ray single-crystal diffrac-tion. These complexes catalyse the sp2-sp3 cross-coupling of fluoroaryl halides with arylboronic acid to give diarylmethanes with good yields and high turnovers, Wiley-VCH Verlag GmbH & Co. KGaA.
