Download PDF
Synthesis
DOI: 10.1055/a-2630-1660
paper

Construction of 3-Nitrocarbazoles via Domino Henry reaction/ Dehydration/Benzannulation of 2-Alkynylindole-3-carbaldehydes

Chada Raji Reddy 
1   Department of Organic Synthesis & Process Chemistry, Indian Institute of Chemical Technology, Hyderabad, India
,
Namburi Lakshmi Saiprasanna
2   Department of Organic Synthesis & Process Chemistry, Indian Institute of Chemical Technology, HYDERABAD, India
,
Banoth Karuna Sagar
2   Department of Organic Synthesis & Process Chemistry, Indian Institute of Chemical Technology, HYDERABAD, India
,
Karna Nair
2   Department of Organic Synthesis & Process Chemistry, Indian Institute of Chemical Technology, HYDERABAD, India
,
Shiva Kumar Kota Balaji
2   Department of Organic Synthesis & Process Chemistry, Indian Institute of Chemical Technology, HYDERABAD, India
› Author Affiliations
Supported by: Department of Science and Technology, New Delhi DST-INSPIRE/03/2018/001878
› Further Information
 PDF Download All articles of this category

A novel domino reaction, involving Henry reaction, dehydration and intramolecular benzannulation of 2-alkynylindole-3-carbaldehydes with nitromethane, has been developed for the synthesis of 3-nitrocarbazoles. This conversion displays good synthetic efficacy, allowing the formation of two carbon-cabon bonds under similar basic conditions. Further transformation of the 3-nitrocarbazole to indolo[3,2-b]carbazolewas also demonstrated.



Publication History

Received: 05 May 2025

Accepted after revision: 06 June 2025

Accepted Manuscript online:
06 June 2025

© . Thieme. All rights reserved.

Georg Thieme Verlag KG
Oswald-Hesse-Straße 50, 70469 Stuttgart, Germany