329-54-4Relevant academic research and scientific papers
Polysubstituted Indole Synthesis via Palladium/Norbornene Cooperative Catalysis of Oxime Esters
Liu, Jiechun,Lin, Haojiang,Jiang, Huanfeng,Huang, Liangbin
supporting information, p. 484 - 489 (2022/01/20)
Polysubstituted indoles are prevalent in pharmaceuticals, agrochemicals, and organic materials. Presented herein is the fact that polyfunctionalized indoles can be efficiently constructed from easily accessible oxime esters and aryl iodides, involving a palladium/norbornene synergistic synthesis. The reaction is enabled by a unique class of electrophiles in palladium/norbornene cooperative catalysis, which are oxime esters derived from simple ketone. The broad substrate scope and high functional group tolerance could make this method attractive for the synthesis of polysubstituted indoles.
Rhodium-Catalyzed C?H Activation/Annulation Cascade of Aryl Oximes and Propargyl Alcohols to Isoquinoline N-Oxides
Li, Yuan,Fang, Feifei,Zhou, Jianhui,Li, Jiyuan,Wang, Run,Liu, Hong,Zhou, Yu
supporting information, p. 3305 - 3310 (2021/05/17)
A β-hydroxy elimination instead of common oxidization to carbonyl group in secondary propargyl alcohols was successfully developed to form 2-benzyl substituted isoquinoline N-oxides by a Rhodium-catalyzed C?H activation and annulation cascade, in which moderate to excellent yields (up to 92%) could be obtained under mild reaction conditions, along with good regioselectivity, broad generality and applicability. (Figure presented.).
Rhodium(iii)-catalyzed asymmetric [4+1] spiroannulations of: O -pivaloyl oximes with α-diazo compounds
Chang, Junbiao,Deng, Wei-Qiao,Kong, Lingheng,Li, Xingwei,Liu, Bingxian,Sun, Lincong,Wang, Fen,Zhao, Yanlian
supporting information, p. 8268 - 8271 (2021/08/25)
Chiral RhIII catalysts can catalyze the asymmetric [4+1] spiroannulation of O-pivaloyl oximes with α-diazo homophthalimides under redox-neutral and acid/base-neutral conditions, leading to formation of chiral spirocyclic imines as a result of C-H activation and N-O cleavage. The reaction proceeded with high efficiency and features broad substrate scope, mild reaction conditions, and high to excellent enantioselectivities. This journal is
Direct Enamido C(sp2)?H Diphosphorylation Enabled by a PCET-Triggered Double Radical Relay: Access to gem-Bisphosphonates
Cao, Hao-Qiang,Liu, Hao-Nan,Liu, Zhe-Yuan,Ma, Jun-An,Qiao, Bao-Kun,Zhang, Fa-Guang
supporting information, p. 5515 - 5521 (2020/04/27)
Herein we report a novel and straightforward protocol for the construction of valuable gem-BPs by means of proton-coupled electron-transfer (PCET)-triggered enamido C(sp2)?H diphosphorylation. This reaction represents a rare example of realizing the challenging double C?P bond formation at a single carbon atom, thus providing facile access to a broad variety of structurally diverse bisphosphonates from simple enamides under silver-mediated conditions. Initial mechanistic studies demonstrated that the diphosphorylation involves two rounds of PCET-initiated radical relay process.
Preparation method of pyrimidine salicylate oxime ester compound and application of compound as herbicide
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Paragraph 0117; 0118, (2019/10/22)
The invention discloses a preparation method of a pyrimidine salicylate oxime ester compound and application of the compound as a herbicide, belongs to the technical field of herbicides, and relates to the application of the herbicide in selectively controlling gramineous weeds and broadleaf weeds for crops. The compound is a pyrithiobac oxime ester compound. The preparation method includes the following steps that acids of pyrithiobac are condensed with substituted acetophenoxime in the presence of an organic solvent and a condensation agent to prepare a (I) compound. At 45 g a.i./hm, thecompound can effectively control echinochloa crusgalli, eleusineindica, setaria viridis, amaranthus retroflexus, portulaca oleracea, chenopodium album and other grassy weeds and broadleaf weeds, can serve as a candidate herbicide in a cotton field and has potential industrial application. Meanwhile, the compound is environmentally friendly, low in toxicity and highly safe for crops such as cotton.The invention provides a preparation technology of the efficient and safe novel pyrimidine salicylate oxime ester compound with the herbicidal activity, the compound can be massively produced, the yield is high and the purity is high.
Copper-Catalyzed Three-Component Domino Cyclization for the Synthesis of 4-Aryl-5-(arythio)-2-(trifluoromethyl)oxazoles
Xiao, Fuhong,Yuan, Shanshan,Huang, Huawen,Zhang, Feng,Deng, Guo-Jun
supporting information, p. 8533 - 8536 (2019/10/17)
A copper-catalyzed oxidative cyclization of oxime, arylthiol, and trifluoroacetic anhydride for the construction of trisubstituted oxazoles has been developed. This transformation combines N-O bond cleavage, C-H functionalization, and intramolecular annulation, providing a practical protocol for the introduction of a trifluoromethyl (-CF3) group at oxazole rings.
Copper-catalyzed synthesis of thiazol-2-yl ethers from oxime acetates and xanthates under redox-neutral conditions
Zhu, Zhongzhi,Tang, Xiaodong,Cen, Jinghe,Li, Jianxiao,Wu, Wanqing,Jiang, Huanfeng
supporting information, p. 3767 - 3770 (2018/04/17)
A novel copper-catalyzed annulation of oxime acetates and xanthates for the synthesis of thiazol-2-yl ethers with remarkable regioselectivity has been developed. Various oxime acetates, whether derived from aryl ketones or alkyl ketones, or natural product cores are suitable for this conversion. Unique dihydrothiazoles were also obtained when both reaction sites were methine. Mechanistic studies indicated that imino copper(iii) intermediates were involved. In addition, this protocol proceeded under redox-neutral conditions and did not require additives or ligands.
Synthesis of enaminones via copper-catalyzed decarboxylative coupling reaction under redox-neutral conditions
Zhu, Zhongzhi,Tang, Xiaodong,Li, Jianxiao,Li, Xianwei,Wu, Wanqing,Deng, Guohua,Jiang, Huanfeng
supporting information, p. 3228 - 3231 (2017/03/20)
A novel copper-catalyzed C(sp3)-H oxidative functionalization of aromatic oxime acetates with α-oxocarboxylic acids was reported. This process involved N-O/C-C bond cleavages and C-C bond formations to furnish substituted enaminones under redox-neutral conditions. The oxime acetates served as both reactants and internal oxidants. Furthermore, this transformation also features good functional group tolerance and needs no ligands or additional bases.
Iron-Catalyzed Synthesis of 2H-Imidazoles from Oxime Acetates and Vinyl Azides under Redox-Neutral Conditions
Zhu, Zhongzhi,Tang, Xiaodong,Li, Jianxiao,Li, Xianwei,Wu, Wanqing,Deng, Guohua,Jiang, Huanfeng
supporting information, p. 1370 - 1373 (2017/03/23)
A novel and versatile method for the synthesis of 2H-imidazoles via iron-catalyzed [3 + 2] annulation from readily available oxime acetates with vinyl azides has been developed. This denitrogenative process involved N-O/N-N bond cleavages and two C-N bond formations to furnish 2,4-substituted 2H-imidazoles. This protocol was performed under mild reaction conditions and needed no additives or ligands. Furthermore, this is a green reaction involving oxime acetate as internal oxidant, acetic acid, and nitrogen as byproducts.
The fullerene dieno 3, 4 - dihydro pyrrole derivative and its preparation method
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Paragraph 0028, (2017/10/31)
The invention relates to a fullereno-3,4-dihydropyrrole derivative and a preparation method thereof. The compound has the structure as shown in the specification, wherein R1 is -Ar or -CH3; R2 is -H or -CH3; and R3 is -H, -CH3 or -Ph. The novel [60] fullereno-3,4-dihydropyrrole compound indicates that [60]fullerene exhibits uniqueness in structure and has specialty in reactivity which is deficient in general substances. As an important intermediate of fine chemical products, the product dihydropyrrole has wide application in the fields such as medicines, pesticides, coatings, daily chemicals and polymer materials.
