Issue 3, 2016
From the journal:

Organic & Biomolecular Chemistry

Diastereoselective synthesis of substituted hexahydrobenzo[de]isochromanes and evaluation of their antileishmanial activity†

Anil K. Saikia,*a   Sabera Sultana,a   Ngangbam Renubala Devi,a   Manash J. Deka,a   Kartikeya Tiwarib  and  Vikash K. Dubey*b  

* Corresponding authors

a Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati 781039, Assam, India
E-mail: asaikia@iitg.ernet.in
Fax: +91 361 269 0762
Tel: +91 361 258 2316

b Department of Bioscience and Bioengineering, Indian Institute of Technology Guwahati, Guwahati 781039, Assam, India
E-mail: vdubey@iitg.ernet.in
Tel: +91 361 258 2203

Abstract

Hexahydrobenzo[de]isochromanes and hexahydropyrano[3,4,5-ij]isoquinolines can be efficiently synthesized via Friedel Crafts and oxa Pictet–Spengler reaction of acrylyl enol ethers mediated by triflic acid in good yields. The reaction is highly stereoselective. Two of the hexahydrobenzo[de]isochromanes are found to have moderate antileishmanial activity.

Graphical abstract: Diastereoselective synthesis of substituted hexahydrobenzo[de]isochromanes and evaluation of their antileishmanial activity

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Article information

DOI
https://doi.org/10.1039/C5OB02038G
Article type
Paper
Submitted
30 Sep 2015
Accepted
24 Nov 2015
First published
24 Nov 2015

Org. Biomol. Chem., 2016,14, 970-979

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Diastereoselective synthesis of substituted hexahydrobenzo[de]isochromanes and evaluation of their antileishmanial activity

A. K. Saikia, S. Sultana, N. R. Devi, M. J. Deka, K. Tiwari and V. K. Dubey, Org. Biomol. Chem., 2016, 14, 970 DOI: 10.1039/C5OB02038G

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