Ir-Catalyzed C-H Amidation Using Carbamoyl Azides for the Syntheses of Unsymmetrical Ureas
An iridium-catalyzed C-H amidation for the syntheses of unsymmetrical urea was developed using carbamoyl azides (R(R′)N-C(O)-N3) as the nitrogen source. A combination of iridium and silver gave an active catalyst for C-N bond formation. A variety of urea derivatives were synthesized using carbamoyl azides with only dinitrogen byproducts. Finally, the use of the transient directing group strategy with carbamoyl azides extended the substrate scope of the catalytic C-H amidation to yield aldehyde-containing unsymmetrical ureas.
Yoo, Kwangho,Lee, Jooyeon,Park, Myung Hwan,Kim, Youngjo,Kim, Hyun Jin,Kim, Min
p. 6233 - 6241
(2020/05/22)
Organocatalyzed synthesis of ureas from amines and ethylene carbonate
A new solventless method for the synthesis of symmetrical and unsymmetrical ureas, starting from ethylene carbonate and amines, is reported. 1,5,7-Triazabicyclo[4.4.0]dec-5-ene(TBD) and thioureas have been found to be efficient organocatalysts for this reaction.
Saliu, Francesco,Rindone, Bruno
experimental part
p. 6301 - 6304
(2011/01/04)
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