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Pure Appl. Chem., 2003, Vol. 75, No. 4, pp. 421-425

Synthesis of coumarins by ring-closing metathesis

A. K. Chatterjee, F. D. Toste, S. D. Goldberg and R. H. Grubbs

Arnold and Mabel Beckman Laboratories for Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125, USA

Abstract: Investigations into olefin ring-closing metathesis (RCM) have led to a general method for the synthesis of coumarins. Catalysts with higher activity, such as the second-generation ruthenium catalyst, promote the intramolecular reaction between two-electron deficient olefins. This method allows for convenient access to a variety of coumarins substituted at both the 3- and 4-positions, as well as a tetrasubstituted example.