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Unexpected Simple and Catalyst‐Free Condensation Reaction of Spiro Dihydrofurans with 2,4‐Dinitrophenylhydrazine, Thiosemicarbazide, and Hydroxylamine for the Synthesis of Novel Corresponding 4,4,6′,6′‐Tetramethyl‐3′‐aryl‐3′,5′,6′,7′‐tetrahydrospiro[cyclohexane‐1,2′‐indole]‐4′,6(1′ H )‐diones: Crystal Structure
Author(s) -
Zhian Hassan,
Noroozi Pesyan Nader,
Aalinejad Michael,
Rashidnejad Hamid,
Notash Behrouz
Publication year - 2018
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.3310
Subject(s) - chemistry , cyclohexane , hydroxylamine , aryl , catalysis , elemental analysis , ethylene glycol , semicarbazone , condensation , medicinal chemistry , synthon , organic chemistry , polymer chemistry , alkyl , physics , thermodynamics
The reaction of 4′,4′,6,6‐tetramethyl‐3‐aryl‐3,5,6,7‐tetrahydro‐4 H ‐spiro[benzofuran‐2,1′‐cyclohexane]‐2′,4,6′‐trione with 2,4‐dinitrophenylhydrazine, thiosemicarbazone, and hydroxylamine afforded unexpectedly novel corresponding 4,4,6′,6′‐tetramethyl‐3′‐aryl‐3′,5′,6′,7′‐tetrahydrospiro[cyclohexane‐1,2′‐indole]‐4′,6(1′ H )‐diones in ethylene glycol in reflux and catalyst‐free condition. The structure is characterized using FT‐IR, 1 H, 13 C NMR, elemental analysis, mass spectrometer, and X‐ray crystallography techniques.