Abstract
Mixed aldol condensation of 1-oxo-1,2,3,8-tetrahydrocyclopent[b]- indole (1a-d) with pyridine-2- ldehyde (2) under basic condition led to formation of 2-pyridelydine-1-oxo-1,2,3,8-tetrahydrocyclopent[b]indole (3a-d). To an ethanolic solution of 2-pyridelydine-1-oxo-1,2,3,8-tetrahydrocyclopent[b]indole(3a-d) is refluxed with hydrazine hydrate resulted 3-pyridyl-3,3a,4,9-tetrahydro-2H-pyrazolino[3’,4’:5,4]cyclopent[b]indole (4a-d).
Highlights
There has been a great deal of intrest in annelated heterocycles for designing novel structures capable of performing multiple functions
Aldehyde (2) under basic condition led to the formation of 5-methyl-2-pyridelydine-1-oxo-1,2,3,8
The 1H-NMR spectrum showed the disappearance of C2 methylene proton signal and appearance of olefinic proton signal as a singlet at δ 7.21, which proved the mixed aldol condensation of
Summary
There has been a great deal of intrest in annelated heterocycles for designing novel structures capable of performing multiple functions. These compounds owe their activities to the heterocyclic ring present in the structure. The structural and biosignificance of indoles as well as pyrazolines (Youssef Hajbi, et al, 2010), has infused interest in us to synthesize some unknown pyrazolino[3’,4’:5,4]cyclopent[b]indole derivatives Tetrahydrocyclopent[b]indole (2a-d) as synthons to construct pyrazolino annelated rings on the cyclopent[b]indole skeleton. The new products have been characterized by C,H,N analysis, IR, 1H NMR
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