51597-80-9Relevant academic research and scientific papers
RhodiumIII/SilverI Relay Catalyzed C—H Aminomethylation with Imine Equivalents and Lewis Acid Catalyzed [4+2] Cycloaddition of Indoles with Triarylhexahydrotriazine?
Liu, Ruixing,Wei, Yin,Shi, Min
, p. 947 - 951 (2020)
A RhIII/AgI relay-catalyzed C(sp2)—H coupling of indoles with triarylhexahydrotriazine (THT) is reported in this context. Upon merging RhIII-catalyzed C(sp2)—H bond activation and silver promoted THT
Rhodium(III)-Catalyzed Decarboxylative Aminomethylation of Glycine Derivatives with Indoles via C-H Activation
Liu, Ruixing,Wei, Yin,Shi, Min
, p. 2838 - 2845 (2020)
A rhodium(III)-catalyzed decarboxylative aminomethylation of glycine derivatives with indoles bearing a pyrimidine directing group was developed via C-H activation, exclusively affording the corresponding aminomethylated products with C3 selectivity. In t
Chemoselective Cu-catalyzed synthesis of diverseN-arylindole carboxamides, β-oxo amides andN-arylindole-3-carbonitriles using diaryliodonium salts
Kumar Mehra, Manish,Malik, Monika,Kumar, Bintu,Kumar, Dalip
, p. 1109 - 1114 (2021/02/16)
Chemoselective copper-catalyzed synthesis of diverseN-arylindole-3-carboxamides, β-oxo amides andN-arylindole-3-carbonitriles from readily accessible indole-3-carbonitriles, α-cyano ketones and diaryliodonium salts has been developed. DiverseN-arylindole-3-carboxamides and β-oxo amides were successfully achieved in high yields under copper-catalyzed neutral reaction conditions, and the addition of an organic base (DIPEA) resulted in a completely different selectivity pattern to produceN-arylindole-3-carbonitriles. Moreover, the importance of the developed methodology was realized by the synthesis of indoloquinolones andN-((1H-indol-3-yl)methyl)aniline and by a single-step gram-scale synthesis of the naturally occurring cephalandole A analogue.
Activation Relay on Rhodium-Catalyzed C-H Aminomethylation in Cooperation with Photoredox Catalysis
Liu, Ruixing,Liu, Jiaxin,Wei, Yin,Shi, Min
, p. 4077 - 4081 (2019/06/14)
A site selective C-H aminomethylation at indole's C3 position has been achieved by merging rhodium(III)-catalyzed C-H activation and photoredox catalysis in a one-pot manner. An investigation of the mechanistic insights rationalized the essence of the activation relay and the combination mode.
Combining enzyme and photoredox catalysis for aminoalkylation of indoles: Via a relay catalysis strategy in one pot
He, Yan-Hong,Xiang, Yang,Yang, Da-Cheng,Guan, Zhi
, p. 5325 - 5330 (2016/10/09)
We report a novel strategy for combining enzyme and visible-light for mild aminoalkylation of indoles. This method features a relay catalysis protocol consisting of enzyme-catalyzed hydrolysis, visible-light excited decarboxylation, and subsequent oxidiza
An efficient catalytic reductive amination: A facile one-pot access to 1,2-dihydropyrrolo[3,4-b]indol-3(4H)-ones by using B(C 6 F 5 ) 3 /NaBH 4
Nagarsenkar, Atulya,Prajapti, Santosh Kumar,Babu, Bathini Nagendra
, p. 711 - 716 (2015/06/17)
An efficient combination of B(C6F5)3 and NaBH4 was developed for direct reductive amination of aldehydes. A wide range of functional groups such as ester, nitro, nitrile, halogen, alkene, heterocycles were tolerated. Also, acid sensitive protecting groups like TBDMS and TBDPS were not affected. In addition, the present methodology was extended for tandem amination-amidation of 3-formyl-indole-2-carboxylic acids with substituted anilines to afford 1,2-dihydropyrrolo[3,4-b]indol-3(4H)-ones. [Figure not available: see fulltext.]
Design and Development of New Chemical Reactions via Low-valent Titanium-induced Cleavage of Carbon - Heteroatom Bonds
Talukdar, Sanjay,Banerji, Asoke
, p. 842 - 847 (2007/10/03)
Low-valent titanium (LVT)-induced regioselective cleavage of N-arylmethyl bonds in preference to N-alkyl/aryl counterparts in N-arylmethylamines has been examined in detail and culminated in the design and development of new reactions, viz. novel approach to deprotection of N-benzylamines, reductive deoxygenation of carbonyls to methylenes and reductive amination of carbonyls under neutral conditions - all involving a known bonding change, viz. the directed cleavage of C-N bonds via LVT-mediated reactions.
Low-valent titanium mediated reductive deoxygenation of carbonyls to methylenes via carbon-nitrogen bond cleavage in N-(arylmethyl) anilines
Talukdar,Banerji
, p. 1051 - 1056 (2007/10/03)
The reduction of aryl aldehydes and ketones in neutral medium, to the corresponding hydrocarbons via carbon-nitrogen bond cleavage of the intermediate N-(arylmethyl) anilines with low-valent titanium reagents is described. It provides a mild, convenient and selective pathway for deoxygenation of carbonyls without the production of any side product.
