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Rh III ‐Catalyzed CF 3 ‐Carbenoid C‐7 Functionalization of Indolines
Author(s) -
Iagafarova Irina E.,
Vorobyeva Daria V.,
Loginov Dmitry A.,
Peregudov Alexander S.,
Osipov Sergey N.
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201601400
Subject(s) - carbenoid , chemistry , regioselectivity , indoline , catalysis , surface modification , carboxylate , chelation , combinatorial chemistry , medicinal chemistry , stereochemistry , rhodium , organic chemistry
An efficient method for the CF 3 ‐carbenoid C‐7 functionalization of N ‐pyrimidylindolines has been developed. This protocol uses readily available methyl 3,3,3‐trifluoro‐2‐diazopropionate as a cross‐coupling partner and smoothly proceeds under chelation‐controlled Rh III catalysis. The reactions provide the indoline products with high regioselectivity within a few hours and allow for the introduction of both the CF 3 and carboxylate functions at the C‐7 position.