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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 39, 2009 - Issue 19
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Original Articles

Single-Pot Synthesis of Spiroannulated Dihydrofurans by Iodine–Ammonium Acetate–Mediated Reaction of Dimedone with Aldehydes

Devi Prasad Sahu Medicinal and Process Chemistry Division, Central Drug Research Institute, Lucknow, IndiaCorrespondence[email protected] ; [email protected]
,
Santosh Kumar Giri Medicinal and Process Chemistry Division, Central Drug Research Institute, Lucknow, India
,
Vandana Varshney Medicinal and Process Chemistry Division, Central Drug Research Institute, Lucknow, India
&
Shailesh Kumar Medicinal and Process Chemistry Division, Central Drug Research Institute, Lucknow, India
Pages 3406-3419 | Received 05 Nov 2008, Published online: 04 Sep 2009
 
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Abstract

Iodine–ammonium acetate–mediated annealation of dimedone with aldehydes led to facile formation of spirodihydrofuran in good yields through tandem Knoevenagel–Michael iodonation and cyclodehydroiodonation reactions in a single pot.

ACKNOWLEDGMENTS

Authors are thankful to SAIF at the Central Drug Institute for spectral analyses of the synthesized compounds. V. V. and S. K. are thankful to the Council of Scientific and Industrial Research and the University Grants Commission, New Delhi, respectively, for the award of Senior research fellowships.

Notes

CDRI Communication No. 7163.

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Related Research Data

Simple approach to access tricyclic spiro dihydrofurans in a one-pot reaction
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