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Photochemische Reaktionen. 44. Mitteilung [1]. Zur Photochemie von gesättigten β‐Ketosulfiden
Author(s) -
Ganter C.,
Moser J.F.
Publication year - 1968
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19680510209
Subject(s) - chemistry , nucleophile , benzene , methanol , bond cleavage , cleavage (geology) , photochemistry , irradiation , ultraviolet , medicinal chemistry , stereochemistry , organic chemistry , catalysis , nuclear physics , physics , geotechnical engineering , quantum mechanics , fracture (geology) , engineering
Ultraviolet irradiation of the saturated β‐ketosulfides 6 and 7 (direct n → π* excitation) in benzene and methanol solutions resulted mainly in the selective α‐cleavage of the bond between CO and C α ‐S, producing ketenes by the well known hydrogen transfer as secondary reactions. Depending upon the availability of internal and/or external nucleophiles, the compounds 8 , 9 , 10 and 11 were formed as major products. The high yields in some of these light‐induced transformations open an attractive synthetic approach to new heterocompounds.