AlCl3 mediated unexpected migration of sulfonyl groups: regioselective synthesis of 7-sulfonyl indoles of potential pharmacological interest

Bagineni Prasad; Raju Adepu; Sandhya Sandra; D. Rambabu; G. Rama Krishna; C. Malla Reddy; Girdhar Singh Deora; Parimal Misra; Manojit Pal

doi:10.1039/C2CC35757G

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AlCl₃ mediated unexpected migration of sulfonyl groups: regioselective synthesis of 7-sulfonyl indoles of potential pharmacological interest†

Bagineni Prasad,^a Raju Adepu,^a Sandhya Sandra,^a D. Rambabu,^a G. Rama Krishna,^b C. Malla Reddy,^b Girdhar Singh Deora,^a Parimal Misra^a and Manojit Pal*^a

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* Corresponding authors

^a Institute of Life Sciences, University of Hyderabad Campus, Gachibowli, India
E-mail: manojitpal@rediffmail.com
Tel: +91 40 6657 1500

^b Department of Chemical Sciences, Indian Institute of Science Education and Research, Kolkata, India

Abstract

A conceptually new and straightforward introduction of sulfonyl groups at the C-7 position of an indole ring has been achieved via AlCl₃ mediated unexpected regioselective sulfonyl group migration for N-alkyl/aryl/heteroarylsulfonyl indoles affording potential inhibitors of Mycobacterium tuberculosis H37Rv chorismate mutase.

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Article information

DOI: https://doi.org/10.1039/C2CC35757G
Article type: Communication
Submitted: 08 Aug 2012
Accepted: 05 Sep 2012
First published: 06 Sep 2012

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Chem. Commun., 2012,48, 10434-10436

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AlCl₃ mediated unexpected migration of sulfonyl groups: regioselective synthesis of 7-sulfonyl indoles of potential pharmacological interest

B. Prasad, R. Adepu, S. Sandra, D. Rambabu, G. R. Krishna, C. M. Reddy, G. S. Deora, P. Misra and M. Pal, Chem. Commun., 2012, 48, 10434 DOI: 10.1039/C2CC35757G

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