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Short Paper | Regular issue | Vol 92, No. 4, 2016, pp.708-719
Published online, 16th February, 2016
DOI: 10.3987/COM-15-13402
A Novel Solid-Phase Synthesis of 2H-Chromenes

E Tang,* Yinjiao Zhao, Meng Zhang, Xin Dai, Weilin Wang, and Deshou Mao*

*School of Chemical Science and Technology, Yunnan University, No. 2 Green Lake North Road, Kunming 650091, China


A method for synthesizing substituted 2H-chromenes using TMSOTf-catalyzed polystyrene-supported succinimidyl selenide-induced intramolecular seleno-arylation of tethered alkenes as a key step has been developed. The catalytic process provides an efficient method for the stereoselective and regioselective synthesis of 3,4-dihydro-2H-chromenes possessing a seleno-functionality, followed by syn-elimination of selenoxides to provide 2H-chromenes in good yields and with high purities.