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Condensed thiophenes from sulfur bridging. II. Catalyzed reaction of azabiaryls with hydrogen sulfide
Author(s) -
Klemm L. H.,
Mccoy D. R.,
Klopfenstein C. E.
Publication year - 1971
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.5570080306
Subject(s) - chemistry , sulfur , hydrogen sulfide , catalysis , sulfide , bridging (networking) , molecule , hydrogen , hydrogen atom , polysulfide , organic chemistry , inorganic chemistry , computer network , alkyl , computer science , electrode , electrolyte
Abstract Sulfur bridging inlo the phenylpyridines, 2‐ and 3‐phenylquinolines, and the symmetric bi‐pyridines was effected by means of hydrogen sulfide and an alumina catalyst at 630° to give [1]benzothienopyridines, [1]benzothienoquinolines, and thienodipyridines, respectively. Structures of products were assigned on the bases of spectral and chromatographic studies, as well as of separate syntheses. Relative yields of the various products are rationalized in terms of a model for interaction between a chemisorbed sulfur atom and the substrate molecule.