53205-69-9Relevant academic research and scientific papers
Supported-Pd catalyzed tandem approach for N-arylbenzamides synthesis
Bhattacherjee, Dhananjay,Das, Pralay,Giri, Kousik,Shaifali,Sharma, Ajay Kumar,Sharma, Navneet,Sheetal
, (2021/11/24)
Aryl iodides as dual arylating agent for C-terminal from oxalic acid [(CO2H)2] and N-terminal from sodium azide (NaN3) for N-aryl benzamides (Ar-CO-NH-Ar) synthesis is a rare invention which has been attempted successfully under this study. A single step tandem approach for the synthesis of N-aryl benzamides has been developed through bifunctional transformation of aryl iodides with in-situ CO from (CO2H)2 and NaN3 following two different pathways of carbonylation and azidation. The polystyrene supported palladium (Pd@PS) catalyst was found to be well compatible to perform the domino-reaction in a double layer vial (DLV) system under base, ligand and additive-free conditions. Moreover, the same approach was further extended with aryl azides for unsymmetric N-aryl benzamides (Ar-CO-NH-Ar') synthesis. Furthermore, the DFT studies were also performed to support the proposed mechanism.
Palladium Catalyzed Cascade Azidation/Carbonylation of Aryl Halides with Sodium Azide for the Synthesis of Amides
Qi, Zhuang,Li, Shan-Shan,Li, Lin,Qin, Qi,Yang, Li-Miao,Liang, Ying-Kang,Kang, Yun,Zhang, Xiang-Zhi,Ma, Ai-Jun,Peng, Jin-Bao
, p. 503 - 506 (2021/02/06)
Amide synthesis is one of the most important transformations in organic chemistry due to their ubiquitous presence in our daily life. In this communication, a palladium catalyzed cascade azidation/carbonylation of aryl halides for the synthesis of amides was developed. Both iodo- and bromobenzene derivatives were transformed to the corresponding amides using PdCl2/xantphos as the catalyst system and sodium azide as the nitrogen-source. The reaction proceeds via a cascade azidation/carbonylation process. A range of alkyl and halogen substituted amides were prepared in moderate to good yields.
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
