Premium
The insertion and extrusion of heterosulfur bridges. VII. Desulfurization of phenanthro[4,5‐ bcd ]thiophene by means of methanol and a molybdena catalyst
Author(s) -
Klemm L. H.,
Karchesy Joseph J.,
Lawrence Ross F.
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.5570150310
Subject(s) - chemistry , thiophene , methanol , catalysis , flue gas desulfurization , extrusion , oxide , phenanthrene , organic chemistry , medicinal chemistry , metallurgy , materials science
Phenanthro[4,5‐ bcd ]thiophene ( 1 ) is converted into phenanthrene ( 2 ) (50%) and a mixture of methylphenanthrenes ( 3 ) (12%) by means of methanol and a sulfided cobaltous oxide‐molybdic oxide‐aluminum oxide catalyst (CMA‐1) at 450° in a flow system. Similarly, 2 gives 3 ; and 4‐methylphenanthrene yields 2 plus 3 (main component 3‐methylphenanthrene) under the same reaction conditions. Mechanisms of the reactions are discussed. A facile chromatographic separation for 1‐ and 4‐keto‐1,2,3,4‐tetrahydrophenanthrenes is presented.