129242-49-5Relevant academic research and scientific papers
Pd/PTABS: Low-Temperature Thioetherification of Chloro(hetero)arenes
Bandaru, Siva Sankar Murthy,Bhilare, Shatrughn,Cardozo, Jesvita,Chrysochos, Nicolas,Schulzke, Carola,Sanghvi, Yogesh S.,Gunturu, Krishna Chaitanya,Kapdi, Anant R.
, p. 8921 - 8940 (2019/07/08)
The thioetherification of heteroaryl chlorides is an essential synthetic methodology that provides access to bioactive drugs and agrochemicals. Due to their (actual or potential) industrial importance, the development of efficient and low-temperature protocols for accessing these compounds is a requirement for economic and ecologic reasons. A particular highly effective catalytic protocol using the Pd/PTABS system at only 50 °C was developed accordingly. The coupling between chloroheteroarenes and a variety of less reactive arylthiols and alkylthiols was carried out with a high efficiency. Heteroarenes of commercial relevance such as purines and pyrimidines were also found to be useful substrates for the reported transformation. The commercial drug Imuran (azathioprine) was synthesized as an example, and its preparation could be optimized. DFT studies were performed to understand the electronic effects of the tested ligands on the catalytic reaction.
Iron-catalyzed S-arylation of benzothiazole with aryl iodides under aqueous medium: Facile synthesis of aryl(2-aminoaryl) sulfides
Lee, Hang Wai,Yung, Ka Fu,Kwong, Fuk Yee
supporting information, p. 2743 - 2747 (2015/01/08)
A simple route for facile access of aryl(2-aminoaryl) sulfide was reported. With the aid of iron(III) chloride catalyst and diamine ligand, benzothiazole was efficiently S-arylated with various aryl iodides (19 examples) in water under air atmosphere. This operationally simple protocol provides aryl(2-aminoaryl) sulfides in moderate to good yields.
Iron-Catalyzed S-Arylation of Benzothiazole with Aryl Iodides under Aqueous Medium: Facile Synthesis of Aryl(2-aminoaryl) Sulfides
Lee, Hang Wai,Yung, Ka Fu,Kwong, Fuk Yee
, p. 2743 - 2747 (2015/05/05)
A simple route for facile access of aryl(2-aminoaryl) sulfide was reported. With the aid of iron(III) chloride catalyst and diamine ligand, benzothiazole was efficiently S-arylated with various aryl iodides (19 examples) in water under air atmosphere. This operationally simple protocol provides aryl(2-aminoaryl) sulfides in moderate to good yields.
Intramolecular Diels-Alder reactions of pyrazines with alkynylphenyl moieties as side-chain dienophiles
Haider, Norbert,Van Der Plas, Henk C.
, p. 3641 - 3650 (2007/10/02)
Intramolecular Diels-Alder reactions of (2-alkynylphenyl-X)-pyrazines (X = O, NAc, S) under neutral and acidic conditions are described. The isomer distribution of the resulting tricyclic b- and c-annelated pyridines is discussed.
