Lewis acid-catalyzed[4+2]cycloaddition of 3-alkyl-2-vinylindoles withβ,γ-unsaturatedα-ketoesters  

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作  者:Yuwen Sun Zhaoshan Wang Shufang Wu Yuchen Zhang Feng Shi 

机构地区:[1]School of Chemistry and Materials Science,Jiangsu Normal University,Xuzhou 221116,China

出  处:《Green Synthesis and Catalysis》2022年第1期84-88,共5页绿色合成与催化(英文)

基  金:This work was supported by National Natural Science Foundation of China(No.21772069);Natural Science Foundation of Jiangsu Province(No.BK20201018);Undergraduate Students Project of Jiangsu Province(No.202010320050Z);High-level Innovative and Entrepreneurial Talents Introduction Plan of Jiangsu Province,and Natural Science Foundation of JSNU(No.19XSRX010).

摘  要:A Lewis acid-catalyzed[4+2]cycloaddition of 3-alkyl-2-vinylindoles withβ,γ-unsaturatedα-ketoesters has been established in the presence of Sc(OTf)3,which afforded a series of indole-containing pyran derivatives in generally good yields(up to 90%yield)with excellent diastereoselectivities(up to >95:5 dr)under mild conditions.This approach not only enriches the chemistry of 3-alkyl-2-vinylindoles,but also has provided an atom-economic method for the synthesis of indole-containing pyran derivatives with potential bioactivity.

关 键 词:Lewis acid catalysis [4+2]Cycloaddition 3-Alkyl-2-vinylindole β γ-Unsaturatedα-ketoester Indole-containing pyran 

分 类 号:O62[理学—有机化学]

 

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