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Fluorinated Isocyanates and Their Derivatives as Intermediates for Biologically Active Compounds
Author(s) -
Kühle Engelbert,
Klauke Erich
Publication year - 1977
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.197707353
Subject(s) - chemistry , organic chemistry , trifluoromethyl , combinatorial chemistry , detoxification (alternative medicine) , alkyl , medicine , alternative medicine , pathology
Fluorinated aromatic isocyanates are valuable intermediates for the production of herbicides and insecticides. Unexpected rearrangements during the synthesis of 2‐(trifluoromethyl)phenyl isocyanates provide an entry to N ‐trifluoromethylaminobenzoyl fluorides, a novel class of compounds having fungicidal properties. Carbamoyl fluorides, the products of HF addition to isocyanates, undergo ready sulfenylation. Use of these intermediates for the synthesis of N ‐sulfenylcarbamate insecticides led to the discovery of the new principle of detoxification of carbamates by sulfenylation.