Synthesis of Naphtho[1′,2′4,5]imidazo[2,1‐b]thiazoles via CuCl‐Catalyzed Cross‐Coupling of Ethynylimidazothiazoles With N‐tosyl Hydrazones and Their Antitubercular Activity

Author:

Chirra Nagaraju12,Shanigarapu Varshitha12,Sridhar Balasubramanian23,Kantevari Srinivas12ORCID

Affiliation:

1. Fluoro and Agrochemicals Division CSIR-Indian Institute of Chemical Technology Hyderabad 500007 India Ph

2. Academy of Scientific and Innovative Research Ghaziabad 201002 India

3. Center for X-ray Crystallography CSIR-Indian Institute of Chemical Technology Hyderabad 500007 India

Abstract

AbstractDescribed herein is a tandem reaction involving a copper chloride‐catalyzed cross‐coupling and an allene‐mediated cyclization of substituted ethynylimidazo[2,1‐b]thiazoles with aromatic N‐tosylhydrazones, producing naphtho[1′,2′4,5]imidazo [2,1‐b]thiazoles in very good yields. This protocol offers the advantages of one‐pot conversion from stable and readily available substrates as well as good functional group compatibility to prepare polycyclic N‐fused heteroaromatic systems. Moreover, the new compounds exhibited promising antitubercular activity.

Publisher

Wiley

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