Friedel-Crafts alkylation of benzo[&ITb&IT]furan with activated cyclopropanes catalyzed by a calcium(II) complex

TETRAHEDRON LETTERS

卷:59

Article

Maloney, T. Parker¹  Murphy, Kristen L.¹  Mainsah, Tafon L.¹  Nolin, Kristine A.¹ 

[1] Univ Richmond, 28 Westhampton Way, Richmond, VA 23173 USA

关键词: Cyclopropane;    Benzo[b]furan;    Calcium;    Friedel-Crafts;    Lewis acid catalysis;   

DOI  :  10.1016/j.tetlet.2017.10.064

来源: Elsevier

【 摘 要 】

The synthesis of gamma-benzo[b]furanyl malonates was achieved through the addition of benzo[b]furan to activated cyclopropanes. These Friedel-Crafts reactions were catalyzed by calcium bis(trifluoromethane-sulfonimide), Ca(NTf2)(2) with tetrabutylammonium hexafluorophosphine as a co-catalyst. The additions proceeded with complete regioselectivity and in good to excellent yield. Optimization of the reaction conditions and investigation into the scope of the methodology with regards to substitution on the cyclo-propane are reported. (C) 2017 Elsevier Ltd. All rights reserved.

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