54463-76-2Relevant academic research and scientific papers
Facilitating Rh-Catalyzed C-H Alkylation of (Hetero)arenes and 6-Arylpurine Nucleosides (Nucleotides) with Electrochemistry
Yang, Qi-Liang,Liu, Ying,Liang, Lei,Li, Zhi-Hao,Qu, Gui-Rong,Guo, Hai-Ming
, p. 6161 - 6178 (2022/05/02)
An electrochemical approach to promote the ortho-C-H alkylation of (hetero)arenes via rhodium catalysis under mild conditions is described. This approach features mild conditions with high levels of regio- and monoselectivity that tolerate a variety of aromatic and heteroaromatic groups and offers a widely applicable method for late-stage diversification of complex molecular architectures including tryptophan, estrone, diazepam, nucleosides, and nucleotides. Alkyl boronic acids and esters and alkyl trifluoroborates are demonstrated as suitable coupling partners. The isolation of key rhodium intermediates and mechanistic studies provided strong support for a rhodium(III/IV or V) regime.
Cobalt-Mediated Decarboxylative/Desilylative C?H Activation/Annulation Reaction: An Efficient Approach to Natural Alkaloids and New Structural Analogues
Hai, Li,Lai, Ruizhi,Lv, Shan,Nie, Ruifang,Wu, Yong,Yang, Zhongzhen,chen, Kang
, (2022/02/03)
A Co(II)-mediated decarboxylative/desilylative C?H activation/annulation reaction for the efficient synthesis of 3-arylisoquinolines has been developed. Using alkynyl carboxylic acid and alkynyl silane as terminal alkyne precursors, providing straightforw
Alkoxide-Catalyzed Hydrosilylation of Cyclic Imides to Isoquinolines via Tandem Reduction and Rearrangement
Wu, Xiaoyu,Ding, Guangni,Yang, Liqun,Lu, Wenkui,Li, Wanfang,Zhang, Zhaoguo,Xie, Xiaomin
, p. 5610 - 5613 (2018/09/12)
An alkoxide-catalyzed hydrosilylation of cyclic imides to isoquinolines was realized via tandem reduction and rearrangement. Using TMSOK as the catalyst and (EtO)2MeSiH as the reductant, a series of cyclic imides containing different functional groups were reduced to the corresponding 3-aryl isoquinolines in moderate to good yields. The scenario of the reaction pathway was supposed to involve the reduction of imides to ω-hydroxylactams, which underwent rearrangement in the presence of a base catalyst, and then the carbonyl reduction, followed by siloxy elimination.
Method for preparing isoquinoline derivative
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Paragraph 0014-0017, (2018/03/28)
The invention relates to a method for preparing an isoquinoline derivative. Specifically, according to the method, an isoquinoline compound is prepared from a 2-alkynyl benzaldehyde derivative and ammonium carbonate in acid catalysis. A transition metal catalyst is not used in the method. The functionalized isoquinoline derivative which is hard to obtain through other methods can be prepared fromeasily-available and commercially-available raw materials through simple operation steps.
One substrate, two modes of C-H functionalization: A metal-controlled site-selectivity switch in C-H arylation reactions
Tiwari, Virendra Kumar,Kamal, Neha,Kapur, Manmohan
, p. 262 - 265 (2017/11/27)
A unique site-selectivity switch has been achieved in the ruthenium-catalyzed C-H arylation reaction of N-acetyl-1,2-dihydroisoquinolines. This metal-mediated switch is antipodal to the previous report on the palladium-mediated C-4 C-H arylation on the same substrate. Mechanistic details reveal interesting aspects of the reaction pathway, and kinetic studies bring out the difference in the modes of C-H activation adopted by the two catalytic systems.
Synthesis of substituted isoquinolines via iminoalkyne cyclization using Ag(i) exchanged K10-montmorillonite clay as a reusable catalyst
Jeganathan, Mariappan,Pitchumani, Kasi
, p. 38491 - 38497 (2014/11/08)
Monosubstituted isoquinolines are synthesized in good to excellent yields by the Ag(i)-exchanged K10-montmorillonite clay catalyzed ring closure of iminoalkynes. This silver catalyzed ring closure is highly effective in cyclizing aryl- and alkyl-substituted iminoalkynes at 100 °C and accommodates a variety of iminoalkynes, thus affording a convenient route to the synthesis of isoquinolines. The other salient features of this procedure are its reusability, environmentally benign nature, high yield, operational simplicity with fewer steps, easy separation, and minimization of metallic wastes. The reaction proceeds smoothly in moderate yields and tolerates various functional groups. The solid catalyst can be readily recovered and reused. Notably, no additional base or other co-catalysts are needed. A plausible mechanism is proposed in which isoquinolines are formed via simultaneous bifunctional acid-base catalysis by Ag(i) clay. the Partner Organisations 2014.
Synthesis of substituted isoquinolines via iminoalkyne cyclization using Ag(i) exchanged K10-montmorillonite clay as a reusable catalyst
Jeganathan, Mariappan,Pitchumani, Kasi
, p. 38491 - 38497 (2014/12/11)
Monosubstituted isoquinolines are synthesized in good to excellent yields by the Ag(i)-exchanged K10-montmorillonite clay catalyzed ring closure of iminoalkynes. This silver catalyzed ring closure is highly effective in cyclizing aryl- and alkyl-substituted iminoalkynes at 100 °C and accommodates a variety of iminoalkynes, thus affording a convenient route to the synthesis of isoquinolines. The other salient features of this procedure are its reusability, environmentally benign nature, high yield, operational simplicity with fewer steps, easy separation, and minimization of metallic wastes. The reaction proceeds smoothly in moderate yields and tolerates various functional groups. The solid catalyst can be readily recovered and reused. Notably, no additional base or other co-catalysts are needed. A plausible mechanism is proposed in which isoquinolines are formed via simultaneous bifunctional acid-base catalysis by Ag(i) clay. This journal is
Palladium catalyzed, heteroatom-guided C-H functionalization in the synthesis of substituted isoquinolines and dihydroisoquinolines
Tiwari, Virendra Kumar,Pawar, Govind Goroba,Jena, Himanshu Sekhar,Kapur, Manmohan
, p. 7322 - 7325 (2014/07/07)
A new approach for the functionalization of C-4 of isoquinolines is reported. The method utilizes palladium catalyzed, hetero-atom guided (or electrophilic metalation) direct arylation via regioselective C-H functionalization of dihydroisoquinolines.
