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Cationic Rhodium(III)‐Catalyzed Direct C‐2 Carboxamidation of Indoles with Isocyanates via CH Bond Functionalization
Author(s) -
Xu Jun,
Sharma Nandini,
Sharma Upendra K.,
Li Zhenghua,
Song Gonghua,
Van der Eycken Erik V.
Publication year - 2015
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201500109
Subject(s) - chemistry , surface modification , regioselectivity , indole test , rhodium , catalysis , functional group , cationic polymerization , group (periodic table) , combinatorial chemistry , medicinal chemistry , stereochemistry , organic chemistry , polymer
A pentamethylcyclopentadienylrhodium(III)‐catalyzed regioselective synthesis of indole‐2‐carboxamides is described employing N ‐pyrimidylindoles and isocyanates as coupling partners via CH functionalization. A wide variety of indole‐2‐carboxamides can be synthesized via this method under relatively mild conditions with broad functional group tolerance. The effect of various directing group on this transformation was also studied, unveiling the pyrimidyl group as an easily installable and removable directing group.