Issue 2, 2019

Copper-catalyzed [3 + 2] annulation of ethynyl epoxides with malononitrile to access highly substituted dihydrofurans with an all-carbon quaternary stereocenter

Abstract

An unprecedented copper-catalyzed [3 + 2] annulation with ethynyl epoxides and malononitrile has been described. This reaction provided a direct approach to the access of highly substituted dihydrofurans with an all-carbon quaternary stereocenter bearing a terminal alkynyl group in moderate to good yields, exhibiting excellent atom economy and scalability. The products enabled facile transformations into pyrimidinone and dihydrofuran-fused triazole derivatives.

Graphical abstract: Copper-catalyzed [3 + 2] annulation of ethynyl epoxides with malononitrile to access highly substituted dihydrofurans with an all-carbon quaternary stereocenter

Supplementary files

Article information

Article type
Research Article
Submitted
29 Oct 2018
Accepted
03 Dec 2018
First published
05 Dec 2018

Org. Chem. Front., 2019,6, 245-248

Copper-catalyzed [3 + 2] annulation of ethynyl epoxides with malononitrile to access highly substituted dihydrofurans with an all-carbon quaternary stereocenter

X. Li, C. Han, Y. Huang, H. Yao and A. Lin, Org. Chem. Front., 2019, 6, 245 DOI: 10.1039/C8QO01168K

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