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Photoreaktionen des 3‐(2‐Thienyl)‐2,2‐dimethyl‐2 H ‐azirins
Author(s) -
Pfoertner KarlHeinz,
Zell Reinhard
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.19800630311
Subject(s) - chemistry , azirine , double bond , nitrile , benzene , cycloaddition , medicinal chemistry , stereochemistry , organic chemistry , ring (chemistry) , catalysis
Synthesis and Photochemistry of 3‐(2‐Thienyl)‐2,2‐dimethyl‐2 H ‐azirine The synthesis of 3‐(2‐thienyl)‐2,2‐dimethyl‐2 H ‐azirine (1) is described. UV. irradiation of 1 in benzene solution generates the nitrile isopropylide 2 which reacts in a regiospecific manner with activated C, C and C, O double bonds to give 1‐pyrrolines and 3‐oxazolines, respectively. With chelidonic acid diethyl ester the cycloaddition of 2 to the C, C double bond is preferred.