Snytheses and Reactions of O,N,N′‐Trisubstituted Isoureas
- 1 May 1966
- journal article
- review article
- Published by Wiley in Angewandte Chemie International Edition in English
- Vol. 5 (5) , 470-477
- https://doi.org/10.1002/anie.196604701
Abstract
The CuCl2‐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.Keywords
This publication has 71 references indexed in Scilit:
- A Method of Synthesis of Long Peptide Chains Using a Synthesis of Oxytocin as an ExampleJournal of the American Chemical Society, 1959
- Carbodiimides. VIII.1 Observations on the Reactions of Carbodiimides with Acids and Some New Applications in the Synthesis of Phosphoric Acid EstersJournal of the American Chemical Society, 1958
- 1,3-Shifts. III. The Kinetics of the Thermal Rearrangement of Phenyl Benzanilimino Ethers1Journal of the American Chemical Society, 1955
- A New Method of Forming Peptide BondsJournal of the American Chemical Society, 1955
- Ureide des symm. Bis‐[ p ‐diäthylamino‐phenyl]‐harnstoffsBerichte der deutschen chemischen Gesellschaft (A and B Series), 1940
- Die Kennzeichnung von Carbonsäuren als Ureide mit Hilfe der Carbodiimide (V. Mitteil.)Berichte der deutschen chemischen Gesellschaft (A and B Series), 1939
- Die Kennzeichnung von Carbonsäuren als Ureide mit Hilfe der Carbodiimide (III. Mitteil.)Berichte der deutschen chemischen Gesellschaft (A and B Series), 1938
- Zur Kenntnis aliphatischer Carbodiimide, I. Mitteil. (mitbearbeitet von Rudolf Herbeck und Mario Pezzati)Berichte der deutschen chemischen Gesellschaft (A and B Series), 1938
- Einige CarbodiarylimideBerichte der deutschen chemischen Gesellschaft (A and B Series), 1938
- The Rate of Addition of Methyl Esters to Trimethylamine1Journal of the American Chemical Society, 1933