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AgSbF6‐Catalyzed Tandem Reaction of 2‐Alkynylanilines with Cyclic Enynones: Efficient access to 3‐Furo[3,2‐c]chromenylindoles and Related Scaffolds

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A simple, mild, catalytic and efficient method for the straightforward synthesis of an interesting class of a range of 2-aryl/alkyl-substituted-3-(2-aryl/alkyl-4H-furo[3,2-c]chromen-4-yl)-1H-indoles in good to high yields is reported for the first… Click to show full abstract

A simple, mild, catalytic and efficient method for the straightforward synthesis of an interesting class of a range of 2-aryl/alkyl-substituted-3-(2-aryl/alkyl-4H-furo[3,2-c]chromen-4-yl)-1H-indoles in good to high yields is reported for the first time. This atom-efficient method proceeds via AgSbF6-catalyzed one-pot sequential intramolecular hydroamination (C-N bond formation) of 2-alkynylanilines followed by Friedel-Crafts alkylation/oxa-cyclization (creation of new C-C and C-O bonds) reaction between in situ generated 2-substituted indoles and several cyclic enynones.

Keywords: reaction alkynylanilines; agsbf6 catalyzed; tandem reaction; catalyzed tandem; cyclic enynones; alkynylanilines cyclic

Journal Title: Asian Journal of Organic Chemistry
Year Published: 2018

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