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Photoreaktionen des 3‐Methyl‐4‐phenylsydnons
Author(s) -
Pfoertner KarlHeinz,
Foricher Joseph
Publication year - 1980
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.19800630312
Subject(s) - chemistry , phenylisocyanate , double bond , nitrile , imine , medicinal chemistry , stereochemistry , photochemistry , organic chemistry , catalysis
Photoreactions of 3‐Methyl‐4‐phenylsydnone A procedure for the synthesis of 3‐methyl‐4‐phenylsydnone (1) is given. UV. irradiation of 1 in solution generates the nitrile‐imine 4 which reacts with activated C, C double bonds and with heterocumulenes to give five‐membered heterocycles. In contrast to the 2 H ‐azirines which photochemically react with the C, O double bond of phenylisocyanate, 4 adds to the C, N double bond of the latter.