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Studies on the synthesis of heterocyclic compounds. III. Synthesis of 1,3,2‐benzodioxa‐ and 1,3,2‐benzoxathiarsole derivatives
Author(s) -
Anchisi Carlo,
Corda Luciana,
Maccioni Antonio,
Podda Gianni,
Cabiddu Salvatore
Publication year - 1977
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.5570140808
Subject(s) - chemistry , sodium ethoxide , triethylamine , sodium hydroxide , sodium , medicinal chemistry , organic chemistry , stereochemistry , ethanol
The preparation and reaction of 1,3,2‐benzodioxa‐ and 1,3,2‐benzoxathiarsoles (IIa‐b) are described. Spiran derivatives Va‐c are obtained by treating IIa‐b with Ia‐b and triethylamine, while the reaction of IIa‐b with sodium hydroxide, ethoxide and p ‐cresolate gives the compounds VIa‐b, VIIa‐b and VIIIa‐b, that can evolve to Xa‐b. Reaction of IIa‐b with sodium p ‐toluenethio‐late and n ‐butyllithium gave the compounds IXa‐b and XIa‐b respectively. The structure of the prepared compounds has been determined by elemental analysis and spectroscopic data.