116171-03-0Relevant articles and documents
Highly mild approach towards synthesis of tetrasubstituted thiophenes by an organic salt afforded by cyclic thioureas and ketene dithioacetals
Alizadeh, Abdolali,Vahabi, Amir Hossein,Bazgir, Ayoob,Khavasi, Hamid Reza,Zhu, Zhe,Ng, Seik Weng
, p. 85028 - 85034 (2015/10/28)
An organic salt generated by cyclic thioureas and 2-di(methylsulfanyl)methylene malononitrile in reaction with primary and secondary α-haloketones leads to tetrasubstituted thiophenes without using additional base or catalyst at room temperature. The S-methylisothiourea moiety of this salt as an organocatalyst performs a hybrid function of thiourea and imidazole to activate electrophiles via H-bonding and trigger cyclization via Lewis basicity character, respectively. Interestingly, a green solvent (in two step mode), short reaction time, easy purification, high yield and selectivity accompany this protocol. The structures of the intermediate and afforded adducts are fully characterized by analytical investigations and X-ray crystallography.
A convenient synthesis of 2,3,4,5-functionalised thieno[2,3-b]thiophenes
Sommen, Geoffroy,Comel, Alain,Kirsch, Gilbert
, p. 735 - 741 (2007/10/03)
A two steps simple synthesis of 2,3,4,5-functionalised thieno[2,3-b]thiophenes 2-6 from ketene dimethylthioacetals is described.
Thieno[2',3':3,4]pyrazolo[1,5-a]pyrimidines and -triazines: Synthesis of the novel ring-systems
Briel
, p. 675 - 678 (2007/10/03)
The novel tricyclic ring systems 14 can be prepared by reaction of thienopyrazoles 5 with 1,3-dielectrophiles, such as acetylacetone, dibenzoylmethane or 1,2,4-dithiazole 8. An other synthetic route for the preparation of the tricyclic systems, based on the pyrazoloazines 13, was investigated. The compounds 5 and 14 were tested for antiulcer activity.
