Premium
Snytheses and Reactions of O,N,N′‐Trisubstituted Isoureas
Author(s) -
Däbritz E.
Publication year - 1966
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.196604701
Subject(s) - bifunctional , chemistry , organic chemistry , medicinal chemistry , catalysis
The CuCl 2 ‐catalysed addition of alcohols to aliphatic caribodiimides (particularly diisopropylcarbodiimide) to form O,N,N′‐trialkylisoureas may, in the case of bifunctional hydroxy compounds (esters of α‐hydroxycarboxylic acids, diols, halogeno alcohols, amino alcohols, and cyclic hydroxy ethers), continue to give 5‐, 6‐, and 7‐membered 1,3‐O,N or 1,3‐N,N heterocycles. O,N,N′‐Trialkylisoureas are selective alkylating agents. Thus alcohols with allyl structures can be etherified with diisopropylcarbodiimide; a new method of esterification via O,N,N′‐trialkylisoureas has been applied to mesitylenecarboxylic acid.