Rhodium-Catalyzed Synthesis of Unsymmetric Di(heteroaryl)ureas Involving an Equilibrium Shift

Unsymmetric di­(heteroaryl)­ureas such as HetAr1-NHCONH-HetAr2 are efficiently synthesized from two symmetric ureas, HetAr1-NHCONH-HetAr1 and HetAr2-NHCONH-HetAr2, by rhodium-catalyzed exchange reactions. The equilibrium in some of the reactions can be shifted to the formation of unsymmetric ureas b...

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Bibliographic Details
Published in:Organic letters 2021-12, Vol.23 (24), p.9382-9386
Main Authors: Arisawa, Mieko, Mizuno, Taro, Nozawa-Kumada, Kanako, Itto-Nakama, Kaori, Furuta, Miyu, Tanii, Saori
Format: Article
Language:English
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Summary:Unsymmetric di­(heteroaryl)­ureas such as HetAr1-NHCONH-HetAr2 are efficiently synthesized from two symmetric ureas, HetAr1-NHCONH-HetAr1 and HetAr2-NHCONH-HetAr2, by rhodium-catalyzed exchange reactions. The equilibrium in some of the reactions can be shifted to the formation of unsymmetric ureas by the aggregation of the dimers formed by inter- and intramolecular hydrogen bonding.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c03485