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

TETRAHEDRON LETTERS

卷:60

Article

Sexton, Mary E.¹  Okazaki, Ami¹  Yu, Zhuowen¹  van Venrooy, Alexis¹  Schmink, Jason R.^1,2  Malachowski, William P.¹ 

[1] Bryn Mawr Coll, Dept Chem, 101 North Mer Ave, Bryn Mawr, PA 19010 USA

[2] Penn Coll Hlth Sci, 850 Greenfield Rd, Lancaster, PA 17601 USA

关键词: Enolate gamma-arylation;    Palladium-catalyzed;    Coumarin;    Xantphos;   

DOI  :  10.1016/j.tetlet.2019.151057

来源: Elsevier

【 摘 要 】

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.

【 授权许可】

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