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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 48, 2018 - Issue 24
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Articles

Facile synthesis of 2,3-disubstituted benzofurans via DBU-promoted intramolecular annulation of ortho oxyether aroylformates

Rongfang LiuCollege of Chemistry and Chemical Engineering, Taiyuan University of Technology, Taiyuan, P. R. China; View further author information
,
Ling HanCollege of Chemistry and Chemical Engineering, Taiyuan University of Technology, Taiyuan, P. R. China; View further author information
,
Jialin LiuCollege of Chemistry and Chemical Engineering, Taiyuan University of Technology, Taiyuan, P. R. China; View further author information
,
Binbin FanCollege of Chemistry and Chemical Engineering, Taiyuan University of Technology, Taiyuan, P. R. China; View further author information
,
Ruifeng LiCollege of Chemistry and Chemical Engineering, Taiyuan University of Technology, Taiyuan, P. R. China; View further author information
,
Yan QiaoThe State Key Laboratory of Coal Conversion, Institute of Coal Chemistry, Chinese Academy of Sciences, Taiyuan, P. R. ChinaView further author information
&
Rong ZhouCollege of Chemistry and Chemical Engineering, Taiyuan University of Technology, Taiyuan, P. R. China; Correspondence[email protected] [email protected]
View further author information
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Pages 3079-3088 | Received 16 Aug 2018, Accepted 05 Oct 2018, Published online: 15 Nov 2018
 
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Abstract

A facile synthesis of 2,3-disubstituted benzofurans from ortho oxyether aroylformates has been developed. Under the mediation of DBU, the intramolecular annulation of ortho oxyether aroylformates proceeds smoothly to provide the corresponding 2,3-disubstituted benzofurans in moderate to good yields under mild conditions. Furthermore, a one-pot two-step synthesis of 2,3-disubstituted benzofurans has also been demonstrated from readily available ortho hydroxy aroylformates.

GRAPHICAL ABSTRACT

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Funding

Financial support from National Natural Science Foundation of China (Grant No. 21502135) is gratefully acknowledged.

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