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One-Step Regioselective Synthesis of Benzofurans from Phenols and α-Haloketones

College of Pharmacy, Center for Lab Teaching and Management, Chongqing Medical University, No.1 Yixueyuan Road, Chongqing 400016, China
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These authors contributed equally to this work and should be considered co-first authors.
Molecules 2019, 24(11), 2187; https://doi.org/10.3390/molecules24112187
Received: 16 May 2019 / Revised: 3 June 2019 / Accepted: 7 June 2019 / Published: 11 June 2019
(This article belongs to the Section Organic Chemistry)
Reported here is the direct synthesis of naphthofurans and benzofurans from readily available phenols and α-haloketones promoted by titanium tetrachloride which combines Friedel–Crafts-like alkylation and intramolecular cyclodehydration into one step. This simple protocol allows for the formation of a variety of high value naphthofurans and benzofurans within which a series of cyclic and acyclic groups are readily incorporated. This process demonstrates the advantages of high levels of regioselectivity, broad substrate scope, and moderate to excellent yields. View Full-Text
Keywords: naphthofuran; benzofuran; titanium tetrachloride; α-haloketones; cyclodehydration naphthofuran; benzofuran; titanium tetrachloride; α-haloketones; cyclodehydration
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MDPI and ACS Style

Wang, B.; Zhang, Q.; Luo, J.; Gan, Z.; Jiang, W.; Tang, Q. One-Step Regioselective Synthesis of Benzofurans from Phenols and α-Haloketones. Molecules 2019, 24, 2187.

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