7766-63-4Relevant academic research and scientific papers
Direct para-Selective C-H Amination of Iodobenzenes: Highly Efficient Approach for the Synthesis of Diarylamines
Chen, Yujie,Huang, Zhibin,Jiang, Yaqiqi,Shu, Sai,Yang, Shan,Shi, Da-Qing,Zhao, Yingsheng
, p. 8226 - 8235 (2021/06/28)
Iodine(III)-mediated synthesis of 4-iodo-N-phenylaniline from iodobenzene has been achieved, and the reaction can proceed under mild conditions. A variety of functional groups were well tolerated, providing the corresponding products in moderate to good yields. The remaining iodine group provides an effective platform for converting the products into several valuable asymmetric diphenylamines. Most importantly, this reaction can be easily scaled up to the ten-gram scale, highlighting its synthetic utility. The mechanistic study revealed that the in situ generated aryl hypervalent iodine intermediate is the key factor to realize this para-selective C-H amination reaction.
AIBN-promoted amidation of anilines with 1, 3-diketones via oxidative cleavage of C–C bond under aerobic conditions
Rao, Sadu Nageswara,Mohan, Darapaneni Chandra,Adimurthy, Subbarayappa
, p. 4889 - 4894 (2016/07/18)
N-Acylation of anilines with 1, 3-diketones promoted by AIBN (2-2′-azoisobutyronitrile) under metal-free and peroxide-free conditions in the presence of molecular oxygen as oxidant has been described. This protocol proceeds by the oxidative cleavage of C–C bond with simultaneous intermolecular C–N bond formation under mild conditions.
H2O2-mediated oxidative formation of amides from aromatic amines and 1,3-diketones as acylation agents via C-C bond cleavage at room temperature in water under metal-free conditions
Sun, Xi,Wang, Min,Li, Pinhua,Zhang, Xiuli,Wang, Lei
supporting information, p. 3289 - 3294 (2013/12/04)
1,3-Diketones, as novel acylation agents, reacted with aromatic amines promoted by commercially available H2O2 (30% aq.) as the sole oxidant at room temperature under metal-free conditions in water, leading to a novel and rapid amide bond formation strategy. The reported method is high-yielding, simple and mild, and is the first example of the use of 1,3-diketones as acylation agents via C-C bond cleavage.
Quantitative Structure Activity Relationship in 3,4-Disubstituted Pyridines and 1-(3"-Amino-4"-pyridyl)-4-arylpiperazines
Saxena, Anil K.,Arunamurthy, V.,Patnaik, G. K.,Jain, Padam C.,Anand, Nitya
, p. 873 - 878 (2007/10/02)
In a study of the SAR in 3,4-disubstituted pyridines, it has been observed that both stimulant and anticonvulsant activities are confined to 1-(3'-amino-4'-pyridyl)-4-phenylpiperazines, and further the substitution in the phenyl ring can dissociate these activities of this prototype.In order to understand the relationship of electronic (?), hydrophobic (?) and stereo (Es) parameters of the substituents with anticonvulsant activity, a multi-parameter regression analysis of twelve compounds of this group has been carried out, which suggests that hydrophobic and electronic factors are more important and anticonvulsant activity can be enhanced by compounds having log P = 2.7- 3.1 0= 2.67 (Eq. 5) and (log P)0= 3.09 (Eq. 6)> with an electron withdrawing substituent in the phenyl ring.
