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N‐Substituted Tetrahydro‐1,4‐oxazines – A New Class of Fungicidal Compounds
Author(s) -
König K.H.,
Pommer E.H.,
Sanne W.
Publication year - 1965
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.196503361
Subject(s) - substituent , alkyl , chemistry , nitrogen atom , alkylation , lone pair , ring (chemistry) , medicinal chemistry , fungicide , alicyclic compound , oxazines , organic chemistry , stereochemistry , molecule , botany , biology , catalysis
Tetrahydro‐1,4‐oxazines with large alicyclic or long alkyl groups Compounds of this type are the subject of German and other patent applications. attached to the nitrogen exhibit good or very good fungicidal activities against fungus diseases of crops, particularly against the true mildew varieties. ‐ By examining several hundred compounds, the relations between chemical constitution and fungicidal action were investigated in an attempt to find the most effective compounds. The factors varied were the nature, chain length, and ring size of the N‐substituent, and the nature, number, and positions of the C‐substituents on the heterocyclic system. Furthermore, the lone electron pair at the nitrogen atom was incorporated by alkylation, formation of amine oxides or salts, or by complexing with heavy metal salts, and the resulting changes in the fungicidal activity were determined.