125261-32-7Relevant articles and documents
Modular approach for synthesis of vicinal diamines containing axial chiral 1,1′-binaphthyl from 1,2-diaminoethane by Pd-catalyzed n-arylation reactions
Zhu, Shifa,Wang, Chao,Chen, Lijuan,Liang, Renxiao,Yu, Yingfeng,Jiang, Huanfeng
, p. 1146 - 1149 (2011)
A very convenient and efficient modular approach for the synthesis of vicinal diamines containing axial chiral 1,1′-binaphthyl from 1,2-diaminoethane by Pd-catalyzed N-arylation reactions has been developed. The resulting chiral diamines could be easily c
General Chemoselective Suzuki-Miyaura Coupling of Polyhalogenated Aryl Triflates Enabled by an Alkyl-Heteroaryl-Based Phosphine Ligand
So, Chau Ming,Yuen, On Ying,Ng, Shan Shan,Chen, Zicong
, p. 7820 - 7827 (2021/07/01)
This study describes a general chemoselective Suzuki-Miyaura coupling of polyhalogenated aryl triflates with the reactivity order of C-Cl > C-OTf using a Pd/L33 catalyst. The methine hydrogen and the steric hindrance offered by the alkyl bottom ring of L33 were found to be key factors in reactivity and chemoselectivity. With the Pd/ L33 catalyst, a wide range of polyhalogenated (hetero)aryl triflates, which were independent of the substrates and of the relative positioning of the competing reaction sites, coupled well with (hetero)aryl, alkenyl, and alkylboronic acids to obtain the corresponding products with good chemoselectivity and yields. The chemoselective reaction could easily be scaled up to the gram scale, and the use of parts per million levels of Pd catalyst (as low as 10 ppm Pd) was achieved.
Efficient cross-coupling of aryl/alkenyl triflates with acyclic secondary alkylboronic acids
Si, Tengda,Li, Bowen,Xiong, Wenrui,Xu, Bin,Tang, Wenjun
supporting information, p. 9903 - 9909 (2017/12/12)
Aryl-secondary alkyl cross-coupling with aryl sulfonate esters as coupling partners remains a significant challenge. Efficient cross-coupling between aryl/alkenyl triflates and acyclic secondary alkylboronic acids is realized for the first time to provide a series of sterically congested acyclic secondary alkyl arenes/olefins in good to excellent yields. The employment of sterically bulky P,PO ligand L1/L2 is crucial for the high yields and selectivities. The method has enabled a concise and 4-step synthesis of a key intermediate of male contraceptive agent and PAF antagonist gossypol.