Syntheses and Crystal Structures of Two 2H-dibenzo[e, g]indazoles

Abstract

In this paper, two 2H-dibenzo[e, g]indazoles, 6-methoxy-9-isopropoxy-2H-dibenzo[e, g]indazole(1) and 6-fluoro-9-methoxy-2H-dibenzo[e, g]indazole(2) have been one-pot synthesized from the corresponding isoflavones by two dehydration processes. They have been characterized by IR, NMR, HRMS and single crystal X-ray diffraction. Single crystal X-ray diffraction analyses show that 1 crystallizes in the orthorhombic space group P 212121, and 2 in the monoclinic space group P 21. For both structures, intermolecular hydrogen bonding, π…π and C−H…π interactions play an important role in the packing of the molecules. Two 2H-dibenzo[e, g]indazoles, 6-methoxy-9-isopropoxy-2H-dibenzo[e, g]indazole and 6-fluoro- 9-methoxy-2H-dibenzo[e, g]indazole have been one-pot synthesized from the corresponding isoflavones by two dehydration processes. Single crystal X-ray diffraction analyses show that hydrogen bonding, π…π and C–H…π interactions are present in both structures.