1155573-50-4Relevant articles and documents
Oxone-DMSO Triggered Methylene Insertion and C(sp2)-C(sp3)-H-C(sp2) Bond Formation to Access Functional Bis-Heterocycles
Bharatam, Prasad V.,Dubey, Gurudutt,Hussain, Yaseen,Kour, Jaspreet,Sahoo, Subash C.,Sawant, Sanghapal D.,Venkateswarlu, Vunnam,Verma, Praveen K.
supporting information, p. 4951 - 4962 (2020/05/08)
Metal-free insertion of a methylene group was achieved for the construction of a new C(sp2)-C(sp3)-H-C(sp2) bond in order to prepare novel bis-heterocyclic scaffolds. The complete mechanistic investigations included experimental study and DFT calculations, and various symmetric and unsymmetric bis-pyrazoles as well as other pyrazole-based bis-heterocyclic molecules were prepared in moderate to high yields. Further modification of the bridged methylene group in the unsymmetric pyrazoles generated a chiral center to extend the scope of this method.
Steric vis-??-vis electronic influence of phosphines on biaryl motif: Ligand design for coupling reactions with Chloroarenes
Saha, Debajyoti,Ghosh, Raju,Dutta, Ranjan,Mandal, Achintya Kumar,Sarkar, Amitabha
, p. 89 - 97 (2015/03/05)
In order to assess relative contribution of steric factors and electron-richness of phosphine ligands on biaryl-type scaffolds, a set of 1-aryl-pyrazole/pyrrole derived ligands L1-L6 featuring either aryldicyclohexylphosphino or aryldiphenylphosphino donor group was synthesized. A bidentate coordination mode of ligands L1 or L2 was evident from a representative crystal structure that implied a possible hemilabile participation to facilitate catalytic steps. With N-arylpyrroles (L3-L5), where the second nitrogen donor on the heterocycle is absent, coupling reactions of unactivated chloroarenes still proceeded with comparable efficiency. Thus, suitably endowed triarylphosphines were found to be as efficient as more expensive aryldialkylphosphine analogs in reactions with chloroarenes, extending the scope of ligand design.