Advanced Synthesis and Catalysis
Advanced Synthesis and Catalysis
5 years ago

Organocatalytic Enantioselective Friedel-Crafts Alkylation/Lactonization Reaction of Hydroxyindoles with Methylene Oxindoles

Organocatalytic Enantioselective Friedel-Crafts Alkylation/Lactonization Reaction of Hydroxyindoles with Methylene Oxindoles
Weihong Liang, Albert S. C. Chan, Dengfeng Xu, Mengjie Xiao, Wenyu Wu, Junling Zhao
The front cover picture, provided by Junling Zhao and co-workers, illustrates an organocatalytic enantioselective protocol for the Friedel–Crafts alkylation/lactonization reaction of hydroxyindoles with methylene oxindoles. This reaction was efficiently catalyzed by a Cinchona alkaloid-derived squaramide catalyst, affording the corresponding pyrrolodihydrocoumarin derivatives in moderate to high yields with high enantioselectivities. More importantly, this paper shows an efficient strategy for the regioselective functionalization of the indole benzene positions. Details can be found in the full paper on pages xxx–xxx. (M.-J. Xiao, D.-F. Xu, W.-H. Liang, W.-Y. Wu, A. S. C. Chan, J.-L. Zhao, Adv. Synth. Catal. 2018, 360, xxx–xxx; DOI: 10.1002/adsc.201701089)

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/adsc.201800010

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