Premium
AgSbF 6 ‐Catalyzed Tandem Reaction of 2‐Alkynylanilines with Cyclic Enynones: Efficient access to 3‐Furo[3,2‐ c ]chromenylindoles and Related Scaffolds
Author(s) -
Dagar Anuradha,
Guin Soumitra,
Samanta Sampak
Publication year - 2018
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201700511
Subject(s) - chemistry , hydroamination , catalysis , aryl , alkyl , intramolecular force , tandem , medicinal chemistry , combinatorial chemistry , alkylation , stereochemistry , organic chemistry , materials science , composite material
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‐4 H ‐furo[3,2‐ c ]chromen‐4‐yl)‐1 H ‐indoles in good to high yields is reported for the first time. This atom‐efficient method proceeds via AgSbF 6 ‐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.