71022-60-1Relevant academic research and scientific papers
Rhodium-catalyzed synthesis of quinolines and imines under mild conditions
Yadav, Dilip Kumar T.,Bhanage, Bhalchandra M.
, p. 51570 - 51575 (2015)
An environmentally benign protocol for the synthesis of quinolines in aqueous medium by using a Rh(ii)acetate/TPPTS recyclable catalytic system has been developed. Anilines reacted smoothly with allyl alcohols furnishing the corresponding quinolines in moderate to good yields. This catalytic system was recycled up to five runs without much loss in its catalytic activity. Furthermore, imines were also synthesized from benzylamines in moderate to good yields.
Erratum: Metal-free oxidative coupling of arylmethylamines with indoles: A simple, environmentally benign approach for the synthesis of 3,3′-bis(indolyl)methanes (RSC Advances (2020) 10 (23254-23262) DOI: 10.1039/D0RA03221B)
Kadu, Vikas D.,Chandrudu, Sankala Naga,Hublikar, Mahesh G.,Raut, Dattatraya G.,Bhosale, Raghunath B.
, p. 14260 - 14262 (2021)
The authors regret several errors throughout this RSC Advances manuscript. These include an incorrect description of ref. 23 (ref. 1) which starts at line 11 of paragraph 3 in the Introduction and should read as: “Previously, the Gopalaiah research group reported the synthesis of 3,30-benzylidenebis(1H-indole), using an iron(II) tri?ate catalyst, from benzylamine with indoles.23” as opposed to “Previously, the Sankala research group reported the synthesis of 3,30-benzylidenebis(1H-indole), using an iron(II) tri?ate catalyst, from benzylamine with indoles.23” The authors regret an error in Scheme 2 where 4-methylbenzylamine was incorrectly labelled as compound 1a and should have been labelled as compound 1b. The correct version of Scheme 2 is shown below. The authors regret the inclusion of the following sentence starting at line 3 of paragraph 1 in the Experimental section: “Iron salts were purchased from Sigma-Aldrich and were used as received.” This sentence should be removed as it does not relate to the experimental procedures in this RSC Advances article. The authors also regret that the wrong temperature was stated in line 4 of paragraph 2 in the Experimental section, it should read as “The round bottom ?ask was equipped with an O2 balloon, and the reaction mixture was stirred at 120C until the complete consumption of indole 2 occurred, as monitored via TLC.” The authors regret that 4-methyl-N-(4-methylbenzylidene)benzylamine was incorrectly described in lines 10 and 11 of paragraph 3 in the Experimental section. 4-Methylbenzylamine was also incorrectly labelled as compound 1a in line 2 and the wrong temperature was stated in line 5. Paragraph 3 in the Experimental section should therefore read as: “4-Methylbenzylamine (1b) (Figure Presented).
Synthesis of β-Phosphinolactams from Phosphenes and Imines
Fu, Xingyang,Li, Xinyao,Xu, Jiaxi
supporting information, p. 8733 - 8737 (2021/11/17)
Various cis-β-phosphinolactams are synthesized stereoselectively for the first time from imines and diazo(aryl)methyl(diaryl)phosphine oxides under microwave irradiation. Diazo(aryl)methyl(diaryl)phosphine oxides first undergo the Wolf rearrangement to generate phosphenes. Imines nucleophilically attack the phosphenes followed by an intramolecular nucleophilic addition via less steric transition states to give final cis-β-phosphinolactams. C-Styrylimines generally give rise to β-phosphinolactams in higher yields than C-arylimines. The stereoselectivity and proposed mechanism are rationalized by DFT theoretical calculation.
C70Fullerene Catalyzed Photoinduced Aerobic Oxidation of Benzylamines to Imines and Aldehydes
Kumar, Inder,Kumar, Rakesh,Gupta, Shiv Shankar,Sharma, Upendra
supporting information, p. 6449 - 6457 (2021/05/29)
C70 fullerene catalyzed photoinduced oxidation of benzylic amines at ambient conditions has been explored here. The developed strategy's main feature includes the additive/oxidant-free conversion of benzylic amine to corresponding imine and aldehydes. The reaction manifests broad substrate scope with excellent function group leniency and is applicable up to the gram scale. Further, symmetrical secondary amines can also be synthesized from benzylic amine in a one-pot two-step process. Various experiments and density functional theory studies revealed that the current reaction involves the generation of reactive oxygen species, single electron transfer reaction, and benzyl radical formation as key steps under photocatalytic conditions.
Sulfur-stabilised copper nanoparticles for the aerobic oxidation of amines to imines under ambient conditions
Martín-García, Iris,Díaz-Reyes, Gloria,Sloan, George,Moglie, Yanina,Alonso, Francisco
supporting information, p. 11312 - 11322 (2021/05/19)
The stabilisation of metal nanoparticles and control of their oxidation state are crucial factors in nanocatalysis. Elemental sulfur has been found to be a cheap and effective stabilising agent for copper nanoparticles in the form of copper(i) oxide. The
Thiazolo[5,4-d]thiazole-Based Donor–Acceptor Covalent Organic Framework for Sunlight-Driven Hydrogen Evolution
Li, Wenqian,Huang, Xiaofeng,Zeng, Tengwu,Liu, Yahu A.,Hu, Weibo,Yang, Hui,Zhang, Yue-Biao,Wen, Ke
supporting information, p. 1869 - 1874 (2020/12/30)
2D covalent organic frameworks (COFs) could have well-defined arrangements of photo- and electro-active units that serve as electron or hole transport channels for solar energy harvesting and conversion, but their insufficient charge transfer and rapid ch
Type I ‘Lighted Metal-free’ Photosensitizing Assemblies of Phenazine for Aerobic Oxidative Transformations
Kaur, Lovjot,Kaur, Harpreet,Kumar, Manoj,Bhalla, Vandana
supporting information, p. 4179 - 4186 (2021/11/23)
Highly photostable supramolecular photosensitizing ‘lighted metal-free’ assemblies of DPZ-Th have been developed which show strong absorption in the visible region and excellent electron transportation potential from donor to acceptor units. The as-prepar
Visible-light-responsive lanthanide coordination polymers for highly efficient photocatalytic aerobic oxidation of amines and thiols
An, Shuyi,Che, Yan,Chen, Peng,Guo, Zhifen,Liu, Xin,Xing, Hongzhu
, p. 15767 - 15775 (2021/09/22)
Development of visible-light-induced photocatalytic reactions using molecular oxygen as the terminal oxidant is intriguing in view of the current environmental and energy issues. We report herein the synthesis and characterization of a series of novel pho
Aprotic Amine-modified Manganese Dioxide Catalysts for Selectivity-tunable Oxidation of Amines
Hao, Qianqian,Jia, Xiuquan,Ma, Jiping,Gao, Mingxia,Fan, Xiaomeng,Gao, Jin,Xu, Jie
supporting information, p. 1388 - 1391 (2021/05/06)
Organic modifiers have shown promising potential for regulating the activity and selectivity of heterogeneous catalysts via tuning their surface properties. Despite the increasing application of organic modification technique in regulating the redox-acid
Cyclometalated Half-Sandwich Iridium(III) Complexes: Synthesis, Structure, and Diverse Catalytic Activity in Imine Synthesis Using Air as the Oxidant
Li, Rong-Jian,Ling, Chun,Lv, Wen-Rui,Deng, Wei,Yao, Zi-Jian
, p. 5153 - 5162 (2021/05/04)
Four air-stable cyclometalated half-sandwich iridium complexes 1-4 with C,N-donor Schiff base ligands were prepared through C-H activation in moderate-to-good yields. These complexes have been well characterized, and their exact structure was elaborated on by single-crystal X-ray analysis. The iridium(III) complexes 1-4 showed good catalytic activity in the imine synthesis under open-flask conditions (air as the oxidant) from primary amine oxidative homocoupling, secondary amine dehydrogenation, and the cross-coupling reaction of amine and alcohol. Substituents bonded on the ligands of the iridium complexes displayed little effect on the catalytic efficiency. The stability and good catalytic efficiency of the iridium catalysts, mild reaction conditions, and substrate universality showed their potential application in industrial production.
