Merging base-promoted C–C bond cleavage and iron-catalyzed skeletal rearrangement involving C–C/C–H bond activation: synthesis of highly functionalized carbazoles

Lingkai Kong; Mengdan Wang; Ye Wang; Bo Song; Yajie Yang; Qiyi Yao; Yanzhong Li

doi:10.1039/C8CC06074F

Merging base-promoted C–C bond cleavage and iron-catalyzed skeletal rearrangement involving C–C/C–H bond activation: synthesis of highly functionalized carbazoles

Lingkai Kong,^a Mengdan Wang,^a Ye Wang,^a Bo Song,^a Yajie Yang,^a Qiyi Yao^a and Yanzhong Li*^a

Author affiliations

* Corresponding authors

^a Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, 500 Dongchuan Road, Shanghai 200241, China
E-mail: yzli@chem.ecnu.edu.cn

Abstract

An efficient and atom-economical methodology for the synthesis of multi-substituted carbazoles starting from α-aryl ketones and ynones under mild reaction conditions has been developed. This process goes through Cs₂CO₃ promoted C–C σ-bond activation of α-aryl ketones followed by highly selective C–H bond activations and C–C bond fragmentations in a one-pot operation.

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Publication details

The article was received on 26 Jul 2018, accepted on 07 Sep 2018 and first published on 14 Sep 2018

Article type: Communication

DOI: 10.1039/C8CC06074F

Citation: Chem. Commun., 2018,54, 11009-11012

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Merging base-promoted C–C bond cleavage and iron-catalyzed skeletal rearrangement involving C–C/C–H bond activation: synthesis of highly functionalized carbazoles

L. Kong, M. Wang, Y. Wang, B. Song, Y. Yang, Q. Yao and Y. Li, Chem. Commun., 2018, 54, 11009
DOI: 10.1039/C8CC06074F
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Chemical Communications

Merging base-promoted C–C bond cleavage and iron-catalyzed skeletal rearrangement involving C–C/C–H bond activation: synthesis of highly functionalized carbazoles

Abstract

Supplementary files

Publication details

Merging base-promoted C–C bond cleavage and iron-catalyzed skeletal rearrangement involving C–C/C–H bond activation: synthesis of highly functionalized carbazoles

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