Synfacts 2011(11): 1167-1167  
DOI: 10.1055/s-0031-1289278
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart ˙ New York

Ruthenium-Catalyzed Synthesis of Phthalides in Water via C-H Alkenylation

Contributor(s): Victor Snieckus, Yigang Zhao
L. Ackermann*, J. Pospech
Georg-August-Universität Göttingen, Germany
Further Information

Publication History

Publication Date:
19 October 2011 (online)

Significance

Reported is a concise synthesis of phthalides from benzoic acids and α,β-unsaturated nitriles or esters, involving ruthenium-catalyzed cross-dehydrogenative alkenylation and subsequent intramolecular oxa-Michael reaction. Remarkably, the process is accomplished in water under mild conditions to afford the phthalides in moderate to excellent yields. However, the reaction scope and limitations were not well investigated.