jo9b03477_si_001.cif (489.73 kB)

Oxone-DMSO Triggered Methylene Insertion and C(sp2)−C(sp3)‑H−C(sp2) Bond Formation to Access Functional Bis‑Heterocycles

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posted on 12.03.2020, 18:51 by Jaspreet Kour, Vunnam Venkateswarlu, Praveen K. Verma, Yaseen Hussain, Gurudutt Dubey, Prasad V. Bharatam, Subash C. Sahoo, Sanghapal D. Sawant
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.