912588-50-2Relevant academic research and scientific papers
Development of a CuCl/phosphine system to catalyze phenylation and methylation of N-tosyl aldimines with phenylboronic andmethylboronic acids
Ashouri, Akram,Nasiri, Behzad,Pourian, Somayeh,Samadi, Saadi,Zamani, Hossein
, p. 575 - 581 (2021/01/13)
The addition of phenylboronic and methylboronic acids to activated aromatic aldimines was demonstrated in the presence of copper(I)-phosphine complexes. The desired products were obtained using copper chloride/phosphine, and potassium fluoride in under toluene reflux, in moderate-to-good yield and a suitable reaction time.
Copper-catalyzed synthesis of diarylamines using p-toluene sulfonamides and benzhydrol derivatives under homogeneous borrowing hydrogen conditions
Ahmadian, Masoud,Ashouri, Akram,Nasiri, Behzad,Samadi, Saadi
, p. 47 - 55 (2021/06/25)
Diarylamines were synthesized using p-toluene sulfonamides with benzhydrol derivatives in the presence of a copper/bisphosphine complex by Borrowing Hydrogen (BH) mechanism, yielding 98% under clean and mild reaction conditions. The use of readily available and cost-effective copper salts, short reaction times, high yield and reaction rates are highlighted.
AlCl3 catalyzed coupling of: N-benzylic sulfonamides with 2-substituted cyanoacetates through carbon-nitrogen bond cleavage
Hu, Chen,Hong, Gang,Qian, Xiaofei,Kim, Kwang Rim,Zhu, Xiaoyan,Wang, Limin
, p. 4984 - 4991 (2017/07/10)
A new cross-coupling reaction of N-benzylic sulfonamides with 2-substituted cyanoacetates for the synthesis of 2-substituted benzylbenzene was reported. In the presence of AlCl3, a broad range of N-benzylic sulfonamides reacted smoothly with 2-substituted cyanoacetates to afford structurally diverse benzylbenzenes in moderate to excellent yields. The conversion could be enlarged to gram-scale efficiently. The practicability of this approach was further manifested in the synthesis of a related bioactive agent with high anti-inflammatory activity.
In situ generated cationic Pd(II)/bipyridine-catalyzed addition of arylboronic acids to N-sulfonyl-arylaldimines
Yang, Zhenyu,Ni, Yuxin,Liu, Rui,Song, Kaixuan,Lin, Shaohui,Pan, Qinmin
, p. 2034 - 2037 (2017/05/04)
An in situ generated cationic Pd(II)/bipyridine-catalyzed nucleophilic addition of arylboronic acids to N-sulfonyl arylaldimines was developed and optimized, and the reaction was proceeded highly efficiently and conveniently in CH3NO2/sub
Asymmetric Arylation of Imines Catalyzed by Heterogeneous Chiral Rhodium Nanoparticles
Yasukawa, Tomohiro,Kuremoto, Tatsuya,Miyamura, Hiroyuki,Kobayashi, Sh?
, p. 2716 - 2718 (2016/06/15)
Asymmetric arylation of aldimines catalyzed by heterogeneous chiral rhodium nanoparticles has been developed. The reaction proceeded in aqueous media without significant decomposition of the imines by hydrolysis to afford chiral (diarylmethyl)amines in high yields with outstanding enantioselectivities. This catalyst system exhibited the highest turnover number (700) in heterogeneous catalysts reported to date for these reactions. The reusability of the catalyst was also demonstrated.
A facile access for the C-N bond formation by transition metal-free oxidative coupling of benzylic C-H bonds and amides
Liu, Jie,Zhang, Heng,Yi, Hong,Liu, Chao,Lei, Aiwen
, p. 1323 - 1328 (2015/08/11)
Using 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) as the oxidant, we communicate an efficient oxidative C-N coupling of benzylic C-H bonds with amides to afford a series of amination products in good yields. A wide range of functional groups as well as various sulfonamides and carboxamides are well tolerated. Moreover, this reaction involves both the challenging C-H functionalization and C-N bond formation.
Palladium(II)/2,2′-bipyridine-catalyzed addition of arylboronic acids to N-tosyl-arylaldimines
Dai, Huixiong,Lu, Xiyan
supporting information; experimental part, p. 3478 - 3481 (2009/09/28)
A Pd(II)/NO2-bpy-catalyzed addition of the arylboronic acids to N-tosylaldimines to yield diarylmethylamines with moderate to excellent yield was developed. The use of bipyridines as the ligands is crucial in this reaction. The asymmetric versi
Catalytic enantioselective arylation of N-tosylarylimines with arylboronic acids using C2-symmetric cationic N-heterocyclic carbene Pd 2+ diaquo complexes
Ma, Guang-Ning,Zhang, Tao,Shi, Min
supporting information; experimental part, p. 875 - 878 (2009/07/18)
The asymmetric arylation of N-tosylimines with arylboronic acids was realized by using chiral cationic C2-symmetric N-heterocyclic carbene (NHC) Pd2+ diaquo complex 5b as the catalyst in combination with 1.0 equiv of K3PO
Palladium-catalyzed addition of arylboronic acids to N-tosylarylimines
Zhang, Qiang,Chen, Jiuxi,Liu, Miaochang,Wu, Huayue,Cheng, Jiang,Qin, Changming,Su, Weike,Ding, Jinchang
, p. 935 - 939 (2008/12/22)
Pd-catalyzed addition of arylboronic acids to N-tosylarylimines was described by employing easily prepared, air-stable aminophosphine ligands, cheap inorganic base, and common organic solvents, providing diarylmethylamine derivatives through one-pot synth
