Iodine Catalyzed Synthesis of Substituted Furans and Pyrans: Reaction Scope and Mechanistic Insights

06 July 2020, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Substituted pyrans and furans are core structures found in a wide variety of natural products and biologically-active compounds. Herein, we report a practical and mild catalytic method for the synthesis of substituted pyrans and furans using molecular iodine, a simple and inexpensive catalyst. The method described herein is performed in solvent-free conditions in ambient temperature and atmosphere, thus offering a facile and green alternative to currently available reaction protocols. A combination of experimental studies and high‐level DFT calculations revealed interesting mechanistic insights of this seemingly simple reaction.

Keywords

iodine
cyclization
pyrans
furans
catalysis

Supplementary materials

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PyranFuran SI Part1 Experimental
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PyranFuran SI Part2 Computational
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Supplementary weblinks

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