Synthesis of bicyclic ureas by W(CO)6-catalyzed carbonylation of diamines

ORGN 106

Lisa McElwee-White, lmwhite@chem.ufl.edu1, Courtney R. Phillips, phillcr1@wku.edu2, Yue Zhang, yzhang@chem.ufl.edu1, and Kara Forinash1. (1) Department of Chemistry, University of Florida, P.O. Box 117200, Gainesville, FL 32611-7200, (2) Department of Chemistry, Western Kentucky University, Western Kentucky University, Bowling Green, KY 42101
Disubstituted ureas can be synthesized from primary amines through carbonylation reactions catalyzed by W(CO)6, thus providing an alternative to the use of phosgene or phosgene derivatives.  The synthesis of biotin derivatives, such as biotin methyl ester, illustrates the viability of W(CO)6 as a catalyst in combination with the use of I2 as an oxidant, and CO as the carbonyl source.  The conversions of related diamines to bicyclic products were also studied.

 

Heterocycles, Aromatics, Materials, Devices, Switches, Combinatorial Chemistry, Metal-Mediated Reactions
8:00 PM-10:00 PM, Sunday, 13 March 2005 Convention Center -- Hall D, Poster

Division of Organic Chemistry

The 229th ACS National Meeting, in San Diego, CA, March 13-17, 2005