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Heterocyclic compound studies. II. Synthesis of 1,4‐benzodioxin, 1,4‐benzoxathiin, 1,4‐benzoxazine and 1,4‐benzothiazine derivatives
Author(s) -
Cabiddu Salvatore,
Floris Costantino,
Melis Stefana,
Sotgiu Francesca,
Cerioni Giovanni
Publication year - 1986
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.5570230642
Subject(s) - chemistry , benzothiazine , heteroatom , yield (engineering) , benzene , nuclear magnetic resonance spectroscopy , organic chemistry , heterocyclic compound , medicinal chemistry , stereochemistry , ring (chemistry) , materials science , metallurgy
Benzocondensed six‐membered heterocyclic rings containing two heteroatoms have been synthesized by a generally applicable method starting from disubstituted benzene compounds and methyl 4‐chlorobutynoate ( 1 ) or methyl 4‐bromobutenoate ( 2 ). The reactions with 1 yield a mixture of endo and exo ( E or Z) isomers. The 13 C nmr spectroscopy was used to assign the structure of the synthesized compounds.