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Übergangsmetall‐katalysierte Additionsreaktionen von 3‐Phenyl‐2H‐azirinen und Acetylencarbonsäureestern
Author(s) -
Inada Akira,
Hefmgartner Heinz
Publication year - 1982
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.19820650523
Subject(s) - chemistry , acetylene , pyrrole , medicinal chemistry , alkyl , catalysis , furan , polymer chemistry , stereochemistry , organic chemistry
Transition Metal Catalyzed Addition Reactions of 3‐Phenyl‐2 H ‐azirines and Alkyl Acetylene Carboxylates In the presence of molybdenum hexacarbonyl, the 3‐phenyl‐2 H ‐azirines 1 and 7 react with alkyl acetylene carboxylates 2 via the cleavage of the C, N‐double bond to give 2 H ‐pyrroles 5 or pyrrole 9 (Table) , whose structures were deduced from the spectra data, in particular 13 C‐NMR. data. The 2 H ‐pyrrole 5a was also obtained by treatment of a mixture of 1 and 2a with tungsten hexachloride. A tentative mechanism for the formation of the 2 H ‐pyrroles is formulated.