Photoreaktionen des 3‐(2‐Thienyl)‐2,2‐dimethyl‐2 H ‐azirins | Zendy

Pfoertner KarlHeinz | Zendy; Zell Reinhard | Zendy

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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.

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