Cobalt-Catalyzed C–H Activation/Annulation of Benzamides with Fluorine-Containing Alkynes: A Route to 3- and 4-Fluoroalkylated Isoquinolinones | Zendy

Tatsuya Kumon | Zendy; Jianyan Wu | Zendy; Miroku Shimada | Zendy; Shigeyuki Yamada | Zendy; Tomohiro Agou | Zendy; Hiroki Fukumoto | Zendy; Toshio Kubota | Zendy; Gerald B. Hammond | Zendy; Tsutomu Konno | Zendy

Open Access

Cobalt-Catalyzed C–H Activation/Annulation of Benzamides with Fluorine-Containing Alkynes: A Route to 3- and 4-Fluoroalkylated Isoquinolinones

Author(s) -

Tatsuya Kumon,

Jianyan Wu,

Miroku Shimada,

Shigeyuki Yamada,

Tomohiro Agou,

Hiroki Fukumoto,

Toshio Kubota,

Gerald B. Hammond,

Tsutomu Konno

Publication year - 2021

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/acs.joc.1c00080

Subject(s) - chemistry , annulation , structural isomer , catalysis , regioselectivity , medicinal chemistry , stereochemistry , organic chemistry

The C-H activation/annulation reaction of various benzamides with fluoroalkylated alkynes in the presence of a Co(acac) 2 ·2H 2 O catalyst proceeded very smoothly to give the corresponding 3- and 4-fluoroalkylated isoquinolinones in excellent yields with approximately 70% regioselectivities. These regioisomers could be successfully separated and obtained in pure form. Major or minor regioisomers were determined as 4- or 3-fluoroalkylated isoquinolinones, respectively, based on X-ray crystallographic analyses.

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