Issue 22, 2019

Access to polyfunctionalized carbazoles through π-extension of 2-methyl-3-oxoacetate indoles

Abstract

Formal [4 + 2] annulation of 2-methyl-3-oxoacetate indoles with naphthalene-1,4-dione and dialkyl acetylene dicarboxylates has been successfully developed. A structurally diverse set of polyfunctionalized carbazoles was efficiently synthesized in acceptable to excellent yields. This reaction features H2O as the only by-product, has a broad substrate scope and proceeds under mild conditions.

Graphical abstract: Access to polyfunctionalized carbazoles through π-extension of 2-methyl-3-oxoacetate indoles

Supplementary files

Article information

Article type
Research Article
Submitted
05 Sep 2019
Accepted
26 Sep 2019
First published
27 Sep 2019

Org. Chem. Front., 2019,6, 3741-3745

Access to polyfunctionalized carbazoles through π-extension of 2-methyl-3-oxoacetate indoles

Y. Guo, Z. Wang, Y. Zhu, Q. Zhang, D. Wei, X. Liu and Z. Fu, Org. Chem. Front., 2019, 6, 3741 DOI: 10.1039/C9QO01093A

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