Issue 40, 2012
From the journal:

Organic & Biomolecular Chemistry

Base catalysed synthesis of thiochromans and azo-linked chromenes using allenylphosphonates†

M. Phani Pavan,a   M. Nagarjuna Reddy,a   N. N. Bhuvan Kumara  and  K. C. Kumara Swamy*a  

* Corresponding authors

a School of Chemistry, University of Hyderabad, Hyderabad 500 046, A. P., India
E-mail: kckssc@uohyd.ernet.in, kckssc@yahoo.com
Fax: (+91)-40-23012460
Tel: (+91)-40-231348560

Abstract

An efficient base catalysed approach to the synthesis of thiochromans/chromenes from allenylphosphonates (and an allenoate) and substrates having SH/OH and CHO groups at appropriate positions has been developed. Several azo-linked chromenes that are bright red pigments are also synthesized. This methodology involves the domino reactions of Michael addition and subsequent cyclisation by intramolecular aldol reaction.

Graphical abstract: Base catalysed synthesis of thiochromans and azo-linked chromenes using allenylphosphonates

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Article information

DOI
https://doi.org/10.1039/C2OB26285A
Article type
Paper
Submitted
05 Jul 2012
Accepted
10 Aug 2012
First published
13 Aug 2012

Org. Biomol. Chem., 2012,10, 8113-8118

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Base catalysed synthesis of thiochromans and azo-linked chromenes using allenylphosphonates

M. P. Pavan, M. N. Reddy, N. N. B. Kumar and K. C. K. Swamy, Org. Biomol. Chem., 2012, 10, 8113 DOI: 10.1039/C2OB26285A

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