Rhodium(III)-catalyzed directed peri-C-H alkenylation of anthracene derivatives

Rhodium(III)-catalyzed directed peri-C-H alkenylation of anthracene derivatives

Rhodium(III)-catalyzed oxidative coupling reactions of anthracene-9-carboxylic acid derivatives with electron-deficient olefins are reported. A cationic rhodium(III) catalyst, in combination with a copper(II) oxidant, promotes selective monoalkenylation of anthracene-9-carboxamide, affording 1-alken...

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Bibliographic Details
Main Authors: Karthikeyan, Jaganathan, Yoshikai, Naohiko
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2014
Subjects:
DRNTU::Science::Chemistry::Organic chemistry
Online Access:https://hdl.handle.net/10356/103704
http://hdl.handle.net/10220/24543
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Institution: Nanyang Technological University
Language: English
Description
Summary:Rhodium(III)-catalyzed oxidative coupling reactions of anthracene-9-carboxylic acid derivatives with electron-deficient olefins are reported. A cationic rhodium(III) catalyst, in combination with a copper(II) oxidant, promotes selective monoalkenylation of anthracene-9-carboxamide, affording 1-alkenylanthracene-9-carboxamide in moderate to good yields. A similar catalytic system also promotes the reaction of anthracene-9-carboxylic acid and an electron-deficient olefin, which affords a lactone derivative through C–H alkenylation followed by intramolecular conjugate addition.

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