62797-97-1Relevant academic research and scientific papers
Radical-mediated divergent cyclization of benzamides toward perfluorinated or cyanated isoquinolinediones
Deng, You-Lin,Tang, Shi,Ding, Guo-Liang,Wang, Ming-Wei,Li, Jie,Li, Zeng-Zeng,Yuan, Li,Sheng, Rui-Long
supporting information, p. 9348 - 9353 (2016/10/13)
A simple and efficient copper-controlled divergent cyclization of benzamides, which leads to perfluorinated or cyanated isoquinolinediones, is developed. In the presence of AIBN, methacryloyl benzamides with perfluoroalkyl iodides undergo cascade radical addition/cyclization to afford perfluoroinated isoquinolinediones as the major product under metal-free conditions, whereas the use of CuI (10 mol%) is able to redirect the cyclization to yield isoquinolinediones bearing an α-cyano quaternary carbon center. The cyclization features controllable divergent synthesis and a broad substrate scope as well as highly practical reaction conditions, thereby making this strategy a highly attractive means to fluorinate or cyanate isoquinolinediones.
In situ protection and deprotection of amines for iron catalyzed oxidative amidation of aldehydes
Bathini, Thulasiram,Rawat, Vikas S.,Bojja, Sreedhar
supporting information, p. 5656 - 5660 (2015/09/15)
An environmentally friendly synthetic route by the application of CO2 to synthesize amides via in situ protection and deprotection of amines for iron catalyzed oxidative amidation of aldehydes was developed. Various secondary and tertiary amides have been synthesized in moderate to good yields under mild and neutral reaction conditions. The use of amine hydrochloride salts and hence base for neutralization step is totally avoided in this protocol.
Direct oxidative amidation between methylarenes and amines in water
Wang, Tao,Yuan, Lin,Zhao, Zhenguang,Shao, Ailong,Gao, Meng,Huang, Yangfei,Xiong, Fei,Zhang, Huali,Zhao, Junfeng
supporting information, p. 2741 - 2744 (2015/05/27)
An environmentally friendly direct oxidative amidation between methylarenes and free amines was developed. The aromatic amide could be prepared efficiently from raw chemicals by employing TBHP as a "green" oxidant with co-catalysis of TBAI and FeCl3 in water.
Formal nucleophilic substitution of bromocyclopropanes with amides en route to conformationally constrained β-amino acid derivatives
Prosser, Anthony R.,Banning, Joseph E.,Rubina, Marina,Rubin, Michael
supporting information; experimental part, p. 3968 - 3971 (2010/11/02)
A chemo- and diastereoselective protocol for the formal nucleophilic substitution of 2-bromocyclopropylcarboxamides with secondary amides is described. This method allows for convergent and highly selective synthesis of trans-β-aminocyclopropane carboxylic acid derivatives.
