71255-61-3Relevant academic research and scientific papers
Elemental tellurium mediated synthesis of 2-(trifluoromethyl)oxazoles using trifluoroacetic anhydride as reagent
Luo, Beibei,Weng, Zhiqiang
supporting information, p. 10750 - 10753 (2018/09/29)
An elemental tellurium mediated synthesis of 2-(trifluoromethyl)oxazoles from the reaction of acetophenone oxime acetates with trifluoroacetic anhydride has been developed. This new tandem cyclization proceeds in good to excellent yields via a SET reduction followed by a 5-endo-trig pathway. Some of the title compounds showed fungicidal and insecticidal activities.
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.
A new route to substituted furocoumarins via copper-catalyzed cyclization between 4-hydroxycoumarins and ketoximes
To, Tuong A.,Vo, Yen H.,Nguyen, Anh T.,Phan, Anh N. Q.,Truong, Thanh,Phan, Nam T. S.
supporting information, p. 5086 - 5089 (2018/07/29)
A new route to substituted furocoumarins via copper-catalyzed cyclization between 4-hydroxycoumarins and ketoximes was developed. CuBr2 exhibited higher activity than other copper salts, affording the desired furocoumarins in high yields. The transformation proceeded readily in the absence of stoichiometric external oxidants. The significance of this synthetic strategy would be (1) the easily available starting materials; (2) low cost catalyst CuBr2; and (3) being without stoichiometric external oxidants. This protocol is complementary to previous approaches in the synthesis of substituted furocoumarins.
Copper-catalyzed radical/radical cross-coupling of ketoxime carboxylates with 4-hydroxycoumarins: A novel synthesis of furo[3,2-c]-coumarins
He, Mingchuang,Yan, Zhaohua,Wang, Wangyang,Zhu, Fuyuan,Lin, Sen
supporting information, p. 3706 - 3712 (2018/09/12)
A novel and efficient strategy for the synthesis of furo[3,2-c]coumarins has been developed via copper-catalyzed radical/radical cross-coupling of ketoxime carboxylates with 4-hydroxycoumarins. This redox-neutral reaction allows smooth and selective synthesis of 2-substituted, 3-substituted, 2,3-disubstituted and 2,3-fused polycyclic furo[3,2-c]coumarins.
Copper-catalyzed homocoupling of ketoxime carboxylates for synthesis of symmetrical pyrroles
Ran, Longfei,Ren, Zhi-Hui,Wang, Yao-Yu,Guan, Zheng-Hui
supporting information, p. 112 - 115 (2014/01/06)
A novel and efficient copper-catalyzed homocoupling of ketoxime carboxylates has been developed for the synthesis of symmetrical pyrroles. This reaction tolerates a wide range of functional groups and provides a synthetically useful process to synthesize
Ruthenium-catalyzed cyclization of ketoxime acetates with DMF for synthesis of symmetrical pyridines
Zhao, Mi-Na,Hui, Rong-Rong,Ren, Zhi-Hui,Wang, Yao-Yu,Guan, Zheng-Hui
supporting information, p. 3082 - 3085 (2014/06/23)
A novel ruthenium-catalyzed cyclization of ketoxime carboxylates with N,N-dimethylformamide (DMF) for the synthesis of tetrasubstituted symmetrical pyridines has been developed. A methyl carbon on DMF performed as a source of a one carbon synthon. And NaHSO3 plays a role in the reaction.
An efficient synthesis of polysubstituted pyrroles via copper-catalyzed coupling of oxime acetates with dialkyl acetylenedicarboxylates under aerobic conditions
Tang, Xiaodong,Huang, Liangbin,Qi, Chaorong,Wu, Wanqing,Jiang, Huanfeng
supporting information, p. 9597 - 9599 (2013/10/08)
A Cu-catalyzed [3+2]-type condensation reaction of oxime acetates and dialkyl acetylenedicarboxylates that provides highly substituted pyrroles under aerobic conditions is described. The newly formed pyrroles are easily employed for further transformations to prepare pyrrolo[2,1-a]isoquinoline skeletons. The Royal Society of Chemistry 2013.
