128651-80-9Relevant academic research and scientific papers
Oxidative cross-dehydrogenative coupling (CDC)viaC(sp2)-H bond functionalization:tert-butyl peroxybenzoate (TBPB)-promoted regioselective direct C-3 acylation/benzoylation of 2H-indazoles with aldehydes/benzyl alcohols/styrenes
Sharma, Richa,Yadav, Lalit,Yadav, Ravi Kant,Chaudhary, Sandeep
, p. 14178 - 14192 (2021)
An efficient, cost-effective, transition-metal-free, oxidative C(sp2)-H/C(sp2)-H cross-dehydrogenative couplingviaa C(sp2)-H bond functionalization protocol for the regioselective direct C-3 acylation/benzoylation of subst
A Short Approach to N -Aryl-1,2,3,4-tetrahydroisoquinolines from N -(2-Bromobenzyl)anilines via a Reductive Amination/Palladium-Catalyzed Ethoxyvinylation/Reductive N -Alkylation Sequence
Glas, Carina,Wirawan, Ricky,Bracher, Franz
, p. 1943 - 1954 (2021/01/18)
N -Aryl-1,2,3,4-tetrahydroisoquinolines are obtained via a convenient and short protocol with a broad range of substituents on both aromatic rings and high functional group tolerance. Starting from readily available ortho -brominated aromatic aldehydes and primary aromatic amines, condensation of these building blocks under reductive conditions gives N -aryl 2-bromobenzylamines. The C-3/C-4-unit of the tetrahydroisoquinoline is introduced using commercially available 2-ethoxyvinyl pinacolboronate under Suzuki conditions. Finally, the obtained crude ortho -ethoxyvinyl benzylamines are cyclized via an intramolecular reductive amination using the combination of triethylsilane/TFA to give the desired N -aryl-1,2,3,4-tetrahydroisoquinolines.
Manganese-Catalyzed Electrochemical Tandem Azidation-Coarctate Reaction: Easy Access to 2-Azo-benzonitriles
Maiti, Debabrata,Mahanty, Kingshuk,De Sarkar, Suman
supporting information, p. 1742 - 1747 (2021/04/05)
A one-pot cascade transformation consisting of an electrochemically driven azidation of 2H-indazole followed by coarctate fragmentation is developed to synthesize the 2-azo-benzonitrile motif. This manganese-catalyzed transformation is external-chemical-oxidant-free and operates at ambient temperature under air. This methodology exhibits good functional group tolerance, affording a broad range of substrate scopes of up to 89% isolated yield. Diverse derivatization of the 2-azo-benzonitrile product resulted in other valuable scaffolds.
Bu4NI-catalyzed, oxidative C(sp2)-C(sp3)cross dehydrogenative coupling for the regioselective direct C-3 benzylation of 2: H -indazoles
Chaudhary, Sandeep,Yadav, Lalit
, p. 5927 - 5936 (2020/08/21)
A Bu4NI-catalyzed, DTBP-promoted, regioselective C(sp2)-C(sp3) cross dehydrogenative coupling (CDC) protocol for the direct C-3 benzylation of 2H-indazoles is reported. The metal-free protocol is operationally simple and proceeds mechanistically via the g
Manganese(III) Porphyrin-Catalyzed Dehydrogenation of Alcohols to form Imines, Tertiary Amines and Quinolines
Azizi, Kobra,Akrami, Sedigheh,Madsen, Robert
, p. 6439 - 6446 (2019/04/26)
Manganese(III) porphyrin chloride complexes have been developed for the first time as catalysts for the acceptorless dehydrogenative coupling of alcohols and amines. The reaction has been applied to the direct synthesis of imines, tertiary amines and quinolines where only hydrogen gas and/or water are formed as the by-product(s). The mechanism is believed to involve the formation of a manganese(III) alkoxide complex which degrades into the aldehyde and a manganese(III) hydride species. The latter reacts with the alcohol to form hydrogen gas and thereby regenerates the alkoxide complex.
Direct Acyl Radical Addition to 2 H-Indazoles Using Ag-Catalyzed Decarboxylative Cross-Coupling of α-Keto Acids
Bogonda, Ganganna,Kim, Hun Young,Oh, Kyungsoo
supporting information, p. 2711 - 2715 (2018/05/22)
A direct acyl radical addition to 2H-indazoles has been achieved for the first time, where the less-aromatic quinonoid 2H-indazoles readily accepted radical species to the C-3 position. Motivated by the lack of direct acylation strategy for 2H-indazoles, the current method utilizes the radical acceptability of 2H-indazoles, discovering an ambient temperature reaction to provide facile access to a diverse array of 3-acyl-2H-indazoles with three points of structural diversification in 25%-83% yields.
Cyclic (amino)(aryl)carbenes (CAArCs) as strong σ-donating and π-accepting ligands for transition metals
Rao, Bin,Tang, Huarong,Zeng, Xiaoming,Liu, Liu Leo,Melaimi, Mohand,Bertrand, Guy
supporting information, p. 14915 - 14919 (2016/02/05)
Cyclic (amino)(aryl)carbenes (CAArCs) result from the replacement of the alkyl substituent of cyclic (alkyl)(amino) carbenes (CAACs) by an aryl group. This structural modification leads to enhanced electrophilicity of the carbene center with retention of
Importance of open structure of nonmetal based catalyst in hydrogen bond promoted methanolysis of activated amide: Structure dynamics between monomer and dimer enabling recombinant covalent, dative, and hydrogen bonds
Oishi, Shunsuke,Yoshimoto, Junichi,Saito, Susumu
supporting information; experimental part, p. 8748 - 8749 (2009/12/04)
(Figure Presented) We disclosed structural dynamics hidden behind a series of aminoorganoboron (AOB) compounds that involved a recombinant of covalent, dative, and hydrogen bonds. A combination process occurred via reorganizing elements and bonds between
o-(Cyclohexyliminoethyl)(arylamido)benzene and related complexes of zirconium and titanium. The non-innocence of the ketimino functionality
Porter, Robin M.,Danopoulos, Andreas A.
, p. 2556 - 2562 (2007/10/03)
N-Arylamido complexes of zirconium in which the amido functional group is attached to an o-(alkyliminoethyl) substituted aromatic ring, have been synthesised by salt elimination reactions and characterised by spectroscopic and diffraction methods; they ar
