Journal of Organic Chemistry
Journal of Organic Chemistry
5 years ago

A Copper-Catalyzed Friedel–Crafts Alkylation/Cyclization Sequence: an Approach to Functionalized Pyrrolo[1,2-a]indole Spirooxindoles and 9H-Pyrrolo[1,2-a]indoles

A Copper-Catalyzed Friedel–Crafts Alkylation/Cyclization Sequence: an Approach to Functionalized Pyrrolo[1,2-a]indole Spirooxindoles and 9H-Pyrrolo[1,2-a]indoles
Hua-Hui Dong, Yan-Shuo Zhu, Bei-Bei Yuan, Shao-Jing Jin, Zhan-Wei Bu, Qi-Lin Wang, Jiao-Mei Guo
An efficient Cu(OTf)2-catalyzed Friedel–Crafts alkylation/cyclizaiton sequence of 3-substituted indoles with isatin-derived oxodienes was developed, and a series of structurally complex and diverse pyrrolo[1,2-a]indole spirooxindoles were first obtained in up to 99% yields. This protocol proved to be quite general and was also robust for the synthesis of 9H-pyrrolo[1,2-a]indoles.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b00488

DOI: 10.1021/acs.joc.7b00488

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