- Metal- and additive-free cascade trifluoroethylation/cyclization of organic isoselenocyanates by phenyl(2,2,2-trifluoroethyl)iodonium triflate
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A novel and convenient cascade trifluoroethylation/cyclization of organic isoselenocyanates by phenyl(2,2,2-trifluoroethyl)iodonium triflate is reported. A series of 2-isoselenocyanobiaryls and aryl alkyl isoselenocyanates reacted with phenyl(2,2,2-trifluoroethyl)iodonium triflate in CH2Cl2 at 40 °C under metal- and additive-free conditions for 3 h to provide the corresponding trifluoroethylselenolated phenanthridines and 3,4-dihydroisoquinoline derivatives in good to excellent yields. The reaction represents the first general approach to access trifluoroethylselenolated phenanthridines and 3,4-dihydroisoquinolines from organic isoselenocyanates.
- Zhao, Cheng-Long,Shi, Jin,Lu, Xiuqiang,Wu, Xun,Zhang, Cheng-Pan
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supporting information
(2019/09/03)
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- Cobalt-Catalyzed C(sp2)-H Allylation of Biphenyl Amines with Unbiased Terminal Olefins
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Unactivated olefins usually react poorly in conventional alkenylation reactions. Their introduction via C-H activation is limited to aromatic acids. Herein, we disclose a C-H functionalization protocol of aromatic amines with unactivated olefins, which shows exclusive allylic selectivity for the distal ring of the biphenyl system by exploiting a readily available cobalt(II) catalyst. The allylation proceeds smoothly involving a broad set of unbiased olefins and biaryls, giving access to the functionalization of the biphenyl scaffold.
- Baccalini, Alessio,Vergura, Stefania,Dolui, Pravas,Maiti, Siddhartha,Dutta, Subhabrata,Maity, Soham,Khan, Farheen Fatima,Lahiri, Goutam Kumar,Zanoni, Giuseppe,Maiti, Debabrata
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supporting information
p. 8842 - 8846
(2019/11/11)
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- TfOH-Promoted Transition-Metal-Free Cascade Trifluoroethylation/Cyclization of Organic Isothiocyanates by Phenyl(2,2,2-trifluoroethyl)iodonium Triflate
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An efficient and transition-metal-free method for the synthesis of the structurally diversified trifluoroethylthiol phenanthridines and 3,4-dihydroisoquinolines is described. Various 2-isothiocyanobiaryls and aryl alkyl isothiocyanates reacted with phenyl(2,2,2-trifluoroethyl)iodonium triflate in CH2Cl2 in the presence of trifluoromethanesulfonic acid at 40 °C to form the corresponding trifluoroethylation/cyclization products in good to quantitative yields. This work represents the first construction of trifluoroethylthiol phenanthridine and isoquinoline derivatives from isothiocyanates in the absence of transition-metal catalysts by a one-pot procedure.
- Zhao, Cheng-Long,Han, Qiu-Yan,Zhang, Cheng-Pan
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supporting information
p. 6480 - 6484
(2018/10/09)
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- Boroquinol Complexes with Fused Extended Aromatic Backbones: Synthesis and Optical Properties
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Boron-based dyes are attractive synthetic targets due to their large variability of absorption and emission wavelengths. Through Pictet–Spengler cyclizations, followed by oxidation, π-extended boroquinols have been synthesized. During optimization of the
- Elbert, Sven M.,Wagner, Philippe,Kanagasundaram, Thines,Rominger, Frank,Mastalerz, Michael
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supporting information
p. 935 - 945
(2017/02/05)
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- Palladium-Catalyzed Synthesis of Tetrasubstituted Olefins by Triple Domino Process
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An efficient, highly regio- and stereoselective protocol for the synthesis of tetrasubstituted olefins was developed to take place by a palladium(0)-catalyzed triple domino process. It involves the formation of three new C?C bonds through double carbopalladation and C?H activation across 2-bromoaryl alkynyl biaryls/heteroaryls with norbornene. This method is practically simple with broad substrate scope and tolerates a wide range of substituents. The products bearing 9H-pyrrolo[1,2-a]indole motifs reveal intriguing solid state fluorescence properties and thus form a new class of aggregation induced emission (AIE) fluorophores. (Figure presented.).
- Naveen, Kanagaraj,Nikson, Savariyappan Albert,Perumal, Paramasivan Thirumalai
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supporting information
p. 2407 - 2413
(2017/07/22)
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- Visible-light-induced regioselective synthesis of polyheteroaromatic compounds
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A method for visible-light-induced synthesis of polyheteroaromatics from 2-heteroaryl-substituted anilines and heteroarylalkynes was developed. The process, which uses fac-Ir(ppy)3 as the photocatalyst and tBuONO as the diazotization reagent, is highly regioselective.
- Chatterjee, Tanmay,Choi, Myung Gil,Kim, Jun,Chang, Suk-Kyu,Cho, Eun Jin
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supporting information
p. 4203 - 4206
(2016/03/19)
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- NON-PEPTIDIC NEUROPEPTIDE Y RECEPTOR MODULATORS
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The invention provides compounds that are modulators of neuropeptide Y (NPY) receptors, which can be selective inhibitors of NPY receptor Y2R. NPY receptor modulatory compounds are of the general formula Ar2-Y-Ar1-W-Ar3, wherein the variables are as defined herein. Compounds of the invention can be used for treatment of malconditions in patients wherein modulation of an NPY receptor is medically indicated, for example including drug or alcohol abuse, anxiety disorders, depression, stress-related disorders, neurological disorders, nerve degeneration, osteoporosis or bone loss, sleep/wake disorders, cardiovascular diseases, obesity, anorexia, inovulation, fertility disorders, angiogenesis, cell proliferation, learning and memory disorders, migraine and pain.
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Page/Page column 249
(2014/08/07)
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- INTRAMOLECULAR DIAZO COUPLING OF 2-AMINOPHENYLTHIOPHENES. THE FORMATION OF ISOMERIC THIENOCINNOLINES
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Thieno- (4) and thieno-cinnolines (7) have been obtained by diazotisation and internal coupling of the corresponding 2-(o-aminophenyl)thiophenes.By the same reaction 3-(o-aminophenyl)-2,5-dimethylthiophene gives 1,3-dimethylthienolcinnoline (9).
- Barton, John W.,Lapham, David J.,Rowe, David J.
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p. 131 - 134
(2007/10/02)
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