55662-89-0Relevant academic research and scientific papers
Highly efficient CuBr-catalyzed cross-dehydrogenative coupling (CDC) between tetrahydroisoquinolines and activated methylene compounds
Li, Zhiping,Li, Chao-Jun
, p. 3173 - 3176 (2005)
A novel and efficient C-C bond-formation method was developed: the cross-dehydrogenative coupling (CDC) reaction catalyzed by copper bromide in the presence of an oxidizing reagent, tBuOOH. The CDC reaction provides a simple and efficient catalytic method to construct β-amino diesters and β-dicyano amines by a combination of two different sp3 C-H bonds followed by C-C bond formation. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.
Construction of Indoline-Fused Tetrahydroisoquinolines through a Domino Coupling Reaction Catalyzed by CuCoFe Layered Double Hydroxide
Zhou, Weiyou,Wang, Anwei,Kong, Zhenji,Tian, Xiaoting,Xia, Zhenzhen,Zhang, Zhihui,He, Mingyang,Chen, Qun,Sun, Shixin
, p. 6321 - 6325 (2021)
A convenient catalytic protocol for efficiently constructing indoline-fused tetrahydroisoquinolines based on CuCoFe layered double hydroxide (LDH) has been described. Preliminary mechanistic studies show that indoline-fused tetrahydroisoquinolines are produced via domino coupling/cyclization reactions between tetrahydroisoquinolines and active methylene compounds, including malononitrile, malonates, and analogues. CuCoFe-LDH can accelerate the Csp3-Csp3 and Csp3-Csp2 formation reactions in a single step. The research thus presents a unique opportunity to develop a synthetic methodology for N-containing polycyclic compounds.
Direct Near Infrared Light–Activatable Phthalocyanine Catalysts
Katsurayama, Yoshino,Ikabata, Yasuhiro,Maeda, Hajime,Segi, Masahito,Nakai, Hiromi,Furuyama, Taniyuki
, (2021/12/22)
The high penetration of near-infrared (NIR) light makes it effective for use in selective reactions under light-shielded conditions, such as in sealed reactors and deep tissues. Herein, we report the development of phthalocyanine catalysts directly activa
Harnessing visible-light energy for unbiased organic photoelectrocatalysis: Synthesis of: N -bearing fused rings
Gong, Ming,Huang, Mengmeng,Kim, Jong Seung,Kim, Jung Keun,Li, Yabo,Wu, Yangjie,Zhang, Jianye
supporting information, p. 837 - 845 (2022/02/02)
In this research, we realized the conversion of visible light to electrical energy and C-H activation by the synergistic catalytic effect of visible-light and photoelectric current. An atom-economical and environment-friendly self-biasing interfacial photo-electrocatalytic method for cascade C-H activation/cyclization is provided to construct N-containing fused ring compounds using an m-BiVO4 film as a photoanode. There are obvious advantages of this transformation due to no external bias and a small overpotential, saving electrical energy and avoiding excessive oxidation of malononitrile to achieve better chemical reactivity and selectivity. Meanwhile, the recovered photoanode could be used more than ten times. This journal is
Surface engineered Iridium-based magnetic photocatalyst paving a path towards visible light driven C-H arylation and cyanation reaction
Gaur, Rashmi,Gawande, Manoj B.,Kaushik, Bhawna,Rana, Pooja,Sharma, Priti,Sharma, Rakesh K.,Yadav, Priya,Yadav, Sneha
, p. 297 - 308 (2021/08/23)
The report presents the fabrication and application of a highly versatile, magnetic and robust iridium based photoredox nanocatalyst. Herein, Ir(PPy)3 based photocatalyst sites have been chemically engineered over the magnetic nanoparticles to encompass the captivating features of homogeneous iridium photocatalyst with the magnetically recyclable core. A household photoreactor was designed and fabricated to achieve highly selective visible light driven oxidative C-H arylation and C-H cyanation under sustainable and ambient reaction conditions utilizing the Ir@PyBz@ASMNPs photoredox nanocatalyst. The environment friendly Ir@PyBz@ASMNPs shows excellent photocatalytic activity, broad substrate adaptability and outstanding recyclability compared to the analogous homogeneous catalysts. Indeed, the Ir@PyBz@ASMNPs possess some key features including high surface area, high iridium metal loading and excellent stability. This work is expected to enlighten and provide new insights in the rational design of high performance and recoverable photoredox nanocatalyst through surface engineering strategy.
Flowers of the plant genusHypericumas versatile photoredox catalysts
Wang, Jun-Jie,Schwedtmann, Kai,Liu, Kun,Schulz, Stephen,Haberstroh, Jan,Schaper, Gerrit,Wenke, Anja,Naumann, Julia,Wenke, Torsten,Wanke, Stefan,Weigand, Jan J.
supporting information, p. 881 - 888 (2021/02/09)
Photoredox catalysis is a powerful and modern strategy for the synthesis of complex organic molecules. So far, this field has relied on the use of a limited range of metal-based chromophores or artificial organic dyes. Here, we show that the ubiquitous plant genusHypericumcan be used as an efficient photoredox catalyst. The dried flowers efficiently catalyze two typical photoredox reactions, a photoreduction and a photooxidation reaction, with a versatile substrate scope. Constitution analysis of the worldwide available plant genus indicated that naphthodianthrones, namely the compounds of the hypericin family, are crucial for the photocatalytic activity of the dried plant material.In situUV-vis spectroelectrochemical methods provide insights into the mechanism of the photoreduction reaction where the radical dianion of hypericin (Hyp˙2?) is the catalytically active species. Our strategy provides a sustainable, efficient and an easy to handle alternative for a variety of visible light induced photocatalytic reactions.
Visible-light induced Cross-Dehydrogenative-Coupling (CDC) reactions of N-aryl tetrahydroisoquinolines under aerobic conditions
Lin, Chao,Li, Peiwu,Wang, Lin
, (2021/05/19)
A visible-light induced cross-dehydrogenative-coupling (CDC) reaction of N-aryl tetrahydroisoquinolines was developed under mild aerobic conditions. This protocol proceeded smoothly with a large range of nucleophiles (nitroalkane, dimethyl phosphite, dimethyl malonate, N-methyl indole, TMSCN) under metal-free conditions and an oxygen atmosphere, forming a new C–C bond. Visible-light played a significant acceleration effect in this reaction.
Fullerene soot and a fullerene nanodispersion as recyclable heterogeneous off-the-shelf photocatalysts
Jozeliūnait?, Augustina,Val?eckas, Domantas,Orentas, Edvinas
, p. 4104 - 4111 (2021/02/02)
Metal-free heterogeneous photocatalysis, which requires no prior catalyst immobilization or chemical modification and can operate in green solvents, represents a highly-sought after, yet currently still underdeveloped, synthetic method. In this report we present a comparative study which aims to evaluate the use of unmodified fullerene soot and a fullerene nanodispersion as non-soluble and quasi-soluble carbon-based photocatalysts, respectively, for sulfide oxidation and other transformations using oxygen as an oxidant in ethanol. A wide range of sulfoxides were successfully prepared with good yields and chemoselectivity using a very low catalyst loading. The fullerene soot photocatalyst is easily recovered and shows excellent stability of the catalytic properties. The reaction was shown to proceed via a singlet oxygen pathway and has a high selectivity for aliphatic sulfides, whereas the oxidation of thioanisoles can be accomplished using an amine mediated electron transfer mechanism. The applicability of the fullerene nanodispersion as a general purpose photocatalyst was demonstrated in radical cyclization, boronic acid oxidation and imine formation reactions.
Visible light promoted photoredox C(sp3)-H bond functionalization of tetrahydroisoquinolines in flow
Filipovi?, Ana,D?ambaski, Zdravko,Vasiljevi?-Radovi?, Dana,Bond?i?, Bojan P.
supporting information, p. 2668 - 2675 (2021/04/07)
A merger of organocatalysis and visible light photoredox catalysis performed in flow allowed access to a wide range of functionalizedN-aryl-substituted tetrahydroisoquinolines (THIQs) in a formal C-H oxidation/Mannich reaction. Strecker type functionaliza
Synthesis method of alpha-cyanide
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Paragraph 0028-0030, (2021/08/19)
The invention relates to the field of synthesis of chemical products, in particular to a synthesis method of alpha-cyanide, the synthesis method comprises the following steps: starting from easily available tertiary amine compounds, respectively taking ch
