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Synthesis of new spiro‐[isothiochromene‐3,5′‐isoxazolidin]‐4(1 H )‐ones
Author(s) -
Bennani Brahim,
Baba Bouchra Filali,
Larbi Najib Ben,
Boukir Abdelatif,
Kerbal Abdelali,
Mimouni Mostafa,
Hadda Taibi Ben,
Trzaskowski Bartosz,
Jalbout Abraham F.
Publication year - 2007
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.5570440332
Subject(s) - chemistry , cycloaddition , oxide , 1,3 dipolar cycloaddition , medicinal chemistry , stereochemistry , organic chemistry , catalysis
A series of seven new 2′,3′,4′‐substituted spiro[isothiochromene‐3,5′‐isoxazolidin]‐4(1 H )‐ones ( 7‐13 ) has been prepared in the reaction of benzylidene(phenyl)azane oxide ( 5 ) or benzylidene(methyl)azane oxide ( 6 ) with (3Z)‐3‐(4‐substituted‐benzylidene)‐1 H ‐isothio‐ chromen‐4(3 H )‐one ( 1‐4 ). The reaction occurs by a 1,3‐dipolar cycloaddition mechanism that leads to the regiospecific formation of various spiroisoxazolidines ( 7‐13 ).