Catalytic regioselective synthesis of structurally diverse indene derivatives from N-benzylic sulfonamides and disubstituted alkynes.
An unprecedented protocol has been developed for the regioselective synthesis of structurally diverse indene derivatives from readily accessible N-benzylic sulfonamides and disubstituted alkynes through FeCl(3)-catalyzed cleavage of sp(3) carbon-nitrogen bonds to generate benzyl cation intermediates. In the presence of 10 mol % of FeCl(3), a broad range of N-benzylic sulfonamides smoothly react with internal alkynes, alkynylcarbonyl compounds, alkynyl chalcogenides, or alkynyl halides to afford various functionalized indene derivatives with extremely high regioselectivity.
Liu
Cong-Rong
CR
Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China.
Yang
Fu-Lai
FL
Jin
Yi-Zhou
YZ
Ma
Xian-Tao
XT
Cheng
Dao-Juan
DJ
Li
Nan
N
Tian
Shi-Kai
SK