4467-05-4Relevant articles and documents
Metal-free oxidative cyclization of acetophenones with diamines: A facile access to phenylpyridines
Sharma, Rohit,Patel, Neha,Vishwakarma, Ram A.,Bharatam, Prasad V.,Bharate, Sandip B.
supporting information, p. 1009 - 1012 (2016/01/16)
An efficient metal-free access to 2- and 3-phenylpyridines via oxidative coupling of acetophenones or phenylacetones with 1,3-diaminopropane has been described. The reaction involves shorter reaction time, excellent yields and a broad substrate scope. The reaction proceeds via the formation of imine, which further undergoes oxidative C-N bond cleavage, C-C bond formation and oxidation to give a pyridine skeleton. The quantum chemical calculations identified the transition state for the reaction and helped in tracing the reaction mechanism.
Ligandless Nickel-Catalyzed Ortho-Selective Directed Trifluoromethylthiolation of Aryl Chlorides and Bromides Using AgSCF3
Nguyen, Tin,Chiu, Weiling,Wang, Xinying,Sattler, Madeleine O.,Love, Jennifer A.
supporting information, p. 5492 - 5495 (2016/11/17)
A mild protocol for Ni-catalyzed trifluoromethylthiolation of aryl chlorides and bromides is described herein. The method utilizes AgSCF3 as an easily accessible nucleophilic trifluoromethylthiolating reagent and does not require any ligands or additives. Ortho-selectivity is achieved using a variety of directing groups such as imines, pyridines, and oxazolines for 24 examples in up to 95% yield.
Direct arylation of pyridines without the use of a transition metal catalyst
Li, Yahui,Liu, Wei,Kuang, Chunxiang
supporting information, p. 7124 - 7127 (2014/07/07)
A method for achieving the direct arylation of pyridines with phenylhydrazine hydrochloride was developed in this study. This new reaction proceeds readily at room temperature without the use of any transition metal catalysts. This method allows rapid access to various arylated heterocycles that are more difficult to access through traditional methods.
Asymmetric Hydrogenation of Pyridinium Salts with an Iridium Phosphole Catalyst
Chang, Mingxin,Huang, Yuhua,Liu, Shaodong,Chen, Yonggang,Krska, Shane W.,Davies, Ian W.,Zhang, Xumu
supporting information, p. 12761 - 12764 (2016/02/18)
Iridium-catalyzed asymmetric hydrogenation of N-alkyl-2-alkylpyridinium salts provided 2-aryl-substituted piperidines with high levels of enantioselectivity. Simple benzyl and other alkyl groups successfully activated the challenging pyridine substrates toward hydrogenation. The use of the unusual chiral-phosphole-based MP2-SEGPHOS was the key to the success of this approach which provides a versatile and practical procedure for the synthesis of chiral piperidines. Ring to ring: Simple N-benzyl and N-alkyl groups successfully activated pyridine substrates toward hydrogenation. The use of the unusual chiral phosphole-based ligand L was the key to the success of this approach, which provides a versatile and practical procedure for the synthesis of chiral piperidines. cod=1,5-cyclooctadiene.
Copper-catalyzed aromatic C-H bond halogenation with lithium halides under aerobic conditions
Mo, Song,Zhu, Yamin,Shen, Zengming
, p. 2756 - 2760 (2013/05/08)
A concise and practical Cu-catalyzed protocol for the preparation of chloro- and bromoarenes via C-H bond activation has been developed. The advantages of this strategy are the employment of cheap Cu(NO3) 2·3H2O, LiX and O2, and its compatibility with both electron-donating and electron-withdrawing substituents on aryl rings.
Room-temperature combinatorial screening of cyclometallated iridium(III) complexes for a step towards molecular control of colour purity
Baranoff, Etienne,Jung, Il,Scopelliti, Rosario,Solari, Euro,Graetzel, Michael,Nazeeruddin, Md. Khaja
supporting information; experimental part, p. 6860 - 6867 (2011/08/06)
A library of emission spectra of 90 bis-cyclometallated iridium complexes has been obtained using a simple combinatorial approach performed at room temperature. Trends in emission maxima are rationalized using Hammett parameters and invoking inter ligand energy transfer (ILET) processes. The screening approach allowed us to observe trends in the broadness of emission spectra opening the way for a rational approach to the engineering of the emission colour purity at a molecular level. Finally limitations to the screening strategy are discussed using a case study that involves two different monodentate ligands.
