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Synthesis and Reactions of Cyanic Esters
Author(s) -
Grigat E.,
Pütter R.
Publication year - 1967
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.196702061
Subject(s) - chemistry , organic chemistry , steric effects , thiadiazoles , nucleophile , phenols , aryl , halide , thermal decomposition , combinatorial chemistry , catalysis , alkyl
Abstract In 1963, it was found that sterically unhindered esters of cyanic acid, which had previously been considered unobtainable, could be easily prepared from phenols and cyanogen halides. Another synthesis, involving the thermolysis of thiatriazole derivatives, was discovered in 1964. The aryl cyanates in particular have since been found to have many uses as starting materials for the preparation of numerous new classes of compounds [e.g. derivatives of esters of imidocarbonic acid (esters, amides, imides, hydrazides, hydroxylamides, sulfamides, sulfhydrazides, semicarbazides); esters of imidocarboxylic acids; s‐triazines, pyrimidines, tetrazoles, triazoles, triazolones, oxadiazoles, thiadiazoles, benzoxazinones, etc.], mainly by addition of nucleophilic or 1,3‐dipolar reactants, or as aids e.g. in the elimination of H 2 O or H 2 S or in the transfer of CN groups.