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Faculty Publication: Professor of Chemistry Bill Malachowski

October 22, 2019

Palladium-catalyzed mono-γ-arylation of 7-methoxy-4-methylcoumarin

Authors: Sexton, ME; Okazaki, A; Yu, ZW; van Venrooy, A; Schmink, JR; Malachowski, WP

Source: TETRAHEDRON LETTERS, 60 (38):10.1016/j.tetlet.2019.151057 SEP 19 2019

Publication Type: Journal Article

Abstract: Herein, we report the selective mono-gamma-arylation of 7-methoxy-4-methylcoumarin under palladium-catalyzed conditions. The Buchwald G3 pre-catalyst in conjunction with either the Xantphos or N-Xantphos ligand proves to be highly reactive, engaging aryl iodides, bromides, chlorides, and triflates to effect the desired transformation. A wide range of functionality is tolerated, including the ability to activate heteroaryl halides in the transformation. The initial scope of aryl halides and limitations of this methodology are presented. (C) 2019 Elsevier Ltd. All rights reserved.

Department of Chemistry