7595-61-1Relevant academic research and scientific papers
Iron-catalyzed cross-coupling of N?methoxy amides and arylboronic acids for the synthesis of N-aryl amides
Li, Jinhui,Liu, Jin-Biao,Luo, Nianhua,Qiu, Guanyinsheng,Ren, Shangfeng,Wang, Ying,Xie, Huilin
, (2021/11/11)
An efficient iron-catalyzed synthesis of N-aryl amides from N?methoxy amides and arylboronic acids is developed. FeCl3 is used as the sole catalyst for the cross-coupling reaction between N?methoxy amides and arylboronic acids without any other
Integration of co2 reduction with subsequent carbonylation: Towards extending chemical utilization of co2
Lang, Xian-Dong,He, Liang-Nian
, p. , 2062 (2018/10/20)
Currently, it still remains a challenge to amplify the spectrum of chemical fixation of CO2, although enormous progress has been achieved in this field. In view of the widespread applications of CO in a myriad of industrial carbonylation processes, an alternative strategy is proposed in which CO2 reduction to CO is combined with carbonylation with CO generated ex situ, which affords efficiently pharmaceutically and agrochemically attractive molecules. As such, CO2 in this study was efficiently reduced by triphenysilane using CsF to CO in a sealed two-chamber reactor. Subsequently, palladium-catalyzed aminocar-bonylation, carbonylative Sonogashira coupling of aryl iodides, and rhodium(I)-mediated Pauson–Khand-type reaction proceeded smoothly to yield amides, alkynones, and bicyclic cy-clopentenones, respectively. Furthermore, the formed alkynones can further be successfully converted to a series of heterocycles, for example, pyrazoles, 3a-hydroxyisoxazolo[3,2-a]isoindol-8-(3aH)-one derivatives and pyrimidines in moderate yields. The striking features of this protocol include operational simplicity, high efficiency, and relatively broad application scope, which represents an alternative avenue for CO2 transformation.
Hypervalent Iodine-Mediated Oxidative Rearrangement of N-H Ketimines: An Umpolung Approach to Amides
Zhao, Zhenguang,Peng, Zhiyuan,Zhao, Yongli,Liu, Hao,Li, Chongnan,Zhao, Junfeng
, p. 11848 - 11853 (2017/11/28)
An umpolung approach to amides via hypervalent iodine-mediated oxidative rearrangement of N-H ketimines under mild reaction conditions is described. This strategy provides target amides with excellent selectivity in good yields. In addition, preliminary m
Efficient and Mild Ullmann-Type N-Arylation of Amides, Carbamates, and Azoles in Water
Bollenbach, Maud,Aquino, Pedro G. V.,de Araújo-Júnior, Jo?o Xavier,Bourguignon, Jean-Jacques,Bihel, Frédéric,Salomé, Christophe,Wagner, Patrick,Schmitt, Martine
supporting information, p. 13676 - 13683 (2017/10/10)
A simple, sustainable, efficient, mild, and low-cost protocol was developed for d-glucose-assisted Cu-catalyzed Ullmann reactions in water for amides, carbamates, and nitrogen-containing heterocycles. The reaction was compatible with diverse aryl/heteroaryl iodides, giving highly substituted pyridine, indole, or indazole rings. This method offers an attractive alternative to existing protocols, because the reaction proceeds in aqueous media, occurs at or near ambient temperature, and provides the N-arylated products in good to high yields.
DDQ-promoted direct transformation of benzyl hydrocarbons to amides via tandem reaction of the CDC reaction and Beckmann rearrangement
Qiu, Jun,Zhang, Ronghua
supporting information, p. 6008 - 6012 (2013/09/12)
An atom-efficient and transition metal-free approach to amides from the corresponding benzyl hydrocarbons through C-H and C-C bond cleavage has been developed. Mechanistic studies have shown that a DDQ-promoted cross-dehydrogenative coupling (CDC) reaction with subsequent oxidation and rearrangement are involved in this transformation. The Royal Society of Chemistry.
Efficient manganese/copper bimetallic catalyst for N-arylation of amides and sulfonamides under mild conditions in water
Teo, Yong-Chua,Yong, Fui-Fong,Ithnin, Idzham Khalid,Yio, Siew-Hui Trionna,Lin, Zhiyin
supporting information, p. 515 - 524 (2013/02/26)
An efficient and mild method using a bimetallic MnF2/CuI catalyst at 60 °C in water was developed for the N-arylation of amides and sulfonamides with aryl halides. A variety of functionalized amides and sulfonamides were coupled with different substituted aryl halides to afford the corresponding N-arylated products in good to excellent yields (up to 97 %). An efficient method using a bimetallic MnF2/CuI catalyst in combination with trans-1,2-diaminocyclohexane as the ligand has been developed for the cross-coupling of benzamides and sulfonamides with differently substituted aryl iodides in water. The corresponding N-arylated products were obtained in good to excellent yields (up to 97 %) under the catalytic conditions. Copyright
The synthesis of N-arylated amides via copper(II) triflate-catalyzed direct oxygenation and N-arylation of benzylamines with aryl iodides
Xu, Mei,Zhang, Xiao-Hong,Shao, Yin-Lin,Han, Jiang-Sheng,Zhong, Ping
supporting information, p. 2665 - 2670,6 (2012/12/12)
An efficient approach for the synthesis of N-arylated amides by copper(II) triflate-catalyzed direct oxygenation and N-arylation reaction of benzylamines with aryl iodides is reported. Various benzylamines and aryl iodides can participate in the reaction, providing a series of N-arylated amides in moderate to good yields.
The synthesis of N-arylated amides via copper(II) triflate-catalyzed direct oxygenation and N-arylation of benzylamines with aryl iodides
Xu, Mei,Zhang, Xiao-Hong,Shao, Yin-Lin,Han, Jiang-Sheng,Zhong, Ping
supporting information, p. 2665 - 2670 (2013/01/15)
An efficient approach for the synthesis of N-arylated amides by copper(II) triflate-catalyzed direct oxygenation and N-arylation reaction of benzylamines with aryl iodides is reported. Various benzylamines and aryl iodides can participate in the reaction, providing a series of N-arylated amides in moderate to good yields.
Facile AlCl3-promoted catalytic beckmann rearrangement of ketoximes
Liu, Li-Feng,Liu, Hua,Pi, Hong-Jun,Yang, Shuo,Yao, Min,Du, Wenting,Deng, Wei-Ping
experimental part, p. 553 - 560 (2011/04/22)
Aluminum chloride, an inexpensive and commercially available Lewis acid traditionally employed for Beckmann rearrangement with stoichiometric amounts, has been now found to smoothly promote the Beckmann rearrangement of various ketoximes to the corresponding amides (up to 99% of yield) with 10mol% catalyst loading in anhydrous acetonitrile under reflux temperature.
A mild and highly efficient catalyst for Beckmann rearrangement, BF 3·OEt2
An, Na,Pi, Hongjun,Liu, Lifeng,Du, Wenting,Deng, Weiping
experimental part, p. 947 - 950 (2012/01/05)
BF3·OEt2 (Boron trifluoride etherate), an inexpensive and commercially easily available Lewis acid stoichiometrically employed for Beckamann rearrangement in general, was now found to efficiently catalyze Beckmann rearrangement of ketoximes into their corresponding amides (up to 99% yield) in anhydrous acetonitrile under reflux temperature.
