Rh III ‐Catalyzed CF 3 ‐Carbenoid C‐7 Functionalization of Indolines | Zendy

Iagafarova Irina E. | Zendy; Vorobyeva Daria V. | Zendy; Loginov Dmitry A. | Zendy; Peregudov Alexander S. | Zendy; Osipov Sergey N. | Zendy

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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.

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