Issue 7, 2019

Formal [4 + 2] benzannulation of 2-alkenyl indoles with aldehydes: a route to structurally diverse carbazoles and bis-carbazoles

Abstract

Construction of structurally diverse carbazoles and bis-carbazoles by protecting-group-free formal [4 + 2]-benzannulation of 2-alkenyl indoles and aldehydes is demonstrated. The sequence of four different reactions is executed in one-pot using readily available and cheap bottle reagents as catalysts rendering this method attractive. The incorporation of inexpensive and environmentally benign molecular oxygen as the oxidant into the final aromatization step enables tolerance of several functional groups.

Graphical abstract: Formal [4 + 2] benzannulation of 2-alkenyl indoles with aldehydes: a route to structurally diverse carbazoles and bis-carbazoles

Supplementary files

Article information

Article type
Communication
Submitted
17 nov. 2018
Accepted
10 déc. 2018
First published
10 déc. 2018

Org. Biomol. Chem., 2019,17, 1822-1826

Formal [4 + 2] benzannulation of 2-alkenyl indoles with aldehydes: a route to structurally diverse carbazoles and bis-carbazoles

A. Banerjee, A. Guin, S. Saha, A. Mondal and M. S. Maji, Org. Biomol. Chem., 2019, 17, 1822 DOI: 10.1039/C8OB02875C

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