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The insertion and extrusion of heterosulfur bridges. VIII. Dibenzothiophene from biphenyl and derivatives
Author(s) -
Klemm L. H.,
Karchesy Joseph J.
Publication year - 1978
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.5570150407
Subject(s) - dibenzothiophene , chemistry , biphenyl , catalysis , extrusion , yield (engineering) , sulfur , benzene , oxide , organic chemistry , sulfide , hydrodesulfurization , solvent , hydrogen sulfide , medicinal chemistry , metallurgy , materials science
Sulfur bridging of biphenyl ( 4 ), 4‐methylbiphenyl, and the biphenylthiol isomers ( 7 ) to yield dibenzothiophene ( 3 ) is effected by means of hydrogen sulfide, benzene (solvent), and a sulfided cobaltous oxide‐molybdic oxide‐alumina (CMA‐1) catalyst at 450° in a flow system. Alumina also catalyzes a number of these transformations. The possibility that compounds 7 (especially the 2‐isomer) are intermediates in the conversion 4 → 3 is noted.