A simple and catalyst free one pot access to the pyrazolone fused 2,8-dioxabicyclo[3.3.1]nonanes

Chiranjeevi Bingi; Narender Reddy Emmadi; Madhu Chennapuram; Jagadeesh Babu Nanubolu; Krishnaiah Atmakur

doi:10.1039/C4RA07278B

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A simple and catalyst free one pot access to the pyrazolone fused 2,8-dioxabicyclo[3.3.1]nonanes†

Chiranjeevi Bingi,^a Narender Reddy Emmadi,^a Madhu Chennapuram,^a Jagadeesh Babu Nanubolu^b and Krishnaiah Atmakur*^ac

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* Corresponding authors

^a Division of Crop Protection Chemicals, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500 007, India
E-mail: srikrishnua@yahoo.com
Tel: +91-40-27191436

^b Laboratory of X-ray Crystallography, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500 007, India

^c AcSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500 007, India

Abstract

Synthesis of a series of novel aryl and heteroaryl fused 2,8-dioxabicyclo[3.3.1]nonanes (3) was accomplished by one pot, catalyst free reaction of 2-hydroxy chalcone (1) with 3-trifluoromethyl substituted pyrazolone (2) in xylene at reflux temperature. The role of the trifluoromethyl functional group in formation of 3 was confirmed by comparative studies with 3-methyl substituted pyrazolones (2c,d) and the outcome is presented.

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DOI: https://doi.org/10.1039/C4RA07278B
Article type: Paper
Submitted: 01 May 2014
Accepted: 29 Jul 2014
First published: 06 Aug 2014

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RSC Adv., 2014,4, 35009-35016

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A simple and catalyst free one pot access to the pyrazolone fused 2,8-dioxabicyclo[3.3.1]nonanes

C. Bingi, N. R. Emmadi, M. Chennapuram, J. B. Nanubolu and K. Atmakur, RSC Adv., 2014, 4, 35009 DOI: 10.1039/C4RA07278B

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A simple and catalyst free one pot access to the pyrazolone fused 2,8-dioxabicyclo[3.3.1]nonanes†

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A simple and catalyst free one pot access to the pyrazolone fused 2,8-dioxabicyclo[3.3.1]nonanes

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