Issue 1, 2017
From the journal:

Organic & Biomolecular Chemistry

Metal catalyst free cyclization of 3-alkynyl substituted 2-(indol-3-yl)quinoxalines in TFA alone: a new synthesis of indolophenazines†

K. Shiva Kumar,*a   Boyapally Bhaskar,a   Meesa Siddi Ramulu,a   N. Praveen Kumar,a   Mohd Ashraf Ashfaqb  and  Manojit Pal*b  

* Corresponding authors

a Department of Chemistry, Osmania University, Hyderabad-500 007, India
E-mail: shivakumarkota@yahoo.co.in
Tel: +91 40 27682337

b Dr Reddy's Institute of Life Sciences, Hyderabad Central University, Campus, Gachibowli, Hyderabad-500 046, India
E-mail: manojitpal@rediffmail.com
Tel: +91 40 6657 1500

Abstract

TFA alone was found to be remarkably effective for the intramolecular hydroarylation (IMHA) of alkynes when employed as a solvent in the cyclization of 3-alkynyl substituted 2-(indol-3-yl)quinoxalines. This simple and metal free cyclization method afforded a range of indolophenazines as new and potential cytotoxic agents. The use of excess TFA was found to be crucial for the success of this reaction.

Graphical abstract: Metal catalyst free cyclization of 3-alkynyl substituted 2-(indol-3-yl)quinoxalines in TFA alone: a new synthesis of indolophenazines

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Article information

DOI
https://doi.org/10.1039/C6OB02340A
Article type
Communication
Submitted
27 Oct 2016
Accepted
22 Nov 2016
First published
22 Nov 2016

Org. Biomol. Chem., 2017,15, 82-87

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Metal catalyst free cyclization of 3-alkynyl substituted 2-(indol-3-yl)quinoxalines in TFA alone: a new synthesis of indolophenazines

K. S. Kumar, B. Bhaskar, M. S. Ramulu, N. P. Kumar, M. A. Ashfaq and M. Pal, Org. Biomol. Chem., 2017, 15, 82 DOI: 10.1039/C6OB02340A

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