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One‐pot synthesis of novel polysubstituted furopyran derivatives via pseudo seven‐component reaction (6 + 1) of isocyanides with bisarylidene Meldrum's acid containing ether groups
Author(s) -
Moosazadeh Elham,
Sheikhhosseini Enayatollah,
Ghazanfari Dadkhoda,
Soltaninejad Shahla
Publication year - 2020
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3949
Subject(s) - chemistry , dichloromethane , meldrum's acid , ether , cycloaddition , nuclear magnetic resonance spectroscopy , fourier transform infrared spectroscopy , spectroscopy , catalysis , organic chemistry , williamson ether synthesis , infrared spectroscopy , elemental analysis , medicinal chemistry , physics , quantum mechanics , solvent
Abstract In the present study, a group of polysubstituted furopyran derivatives possessing ether spacer groups were synthesized under good‐to‐exceptional yields via cycloaddition of bisarylidene Meldrum's acid derivatives (1 mmol) with isocyanides (6 mmol) within dichloromethane (CH 2 Cl 2 ) for 3 to6 hours at room temperature with no assistance from any type of catalysts. The structure of the products was then confirmed by Fourier Transform‐infrared spectroscopy, 1 H‐nuclear magnetic resonance spectroscopy, 13 C‐nuclear magnetic resonance spectroscopy, and elemental analysis. Moreover, the 5c , 5d , and 5f compounds exhibited favorable pharmaceutical behavior as antibacterial.