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Indium‐Catalyzed Heteroaryl–Heteroaryl Bond Formation through Nucleophilic Aromatic Substitution
Author(s) -
Tsuchimoto Teruhisa,
Iwabuchi Mami,
Nagase Yuta,
Oki Kenji,
Takahashi Hiroshi
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201005750
Subject(s) - nucleophilic aromatic substitution , chemistry , nucleophile , reactivity (psychology) , electrophile , catalysis , electrophilic aromatic substitution , nucleophilic substitution , combinatorial chemistry , medicinal chemistry , indium , organic chemistry , medicine , alternative medicine , pathology
Unique performance : Bi‐, ter‐, and quater‐heteroaryls have been prepared under indium catalysis by nucleophilic aromatic substitution (S N Ar). This is the first example of catalytic heteroaryl–heteroaryl bond formation based on S N Ar between two heteroaryl substrates without needing activating groups to enhance their reactivity (see scheme; El=electrophile, In=In(OTf) 3 or In(ONf) 3 , Nu=nucleophile).