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

Domenic P Pace, Raphaël Robidas, Uyen P N Tran, Claude Y Legault, Thanh Vinh Nguyen

The Journal of organic chemistry 2021 Jun 18

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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 is performed under solvent-free conditions at an ambient temperature and atmosphere, thus offering a facile and practical alternative to currently available reaction protocols. A combination of experimental studies and density functional theory calculations revealed interesting mechanistic insights into this seemingly simple reaction.

Citation

Domenic P Pace, Raphaël Robidas, Uyen P N Tran, Claude Y Legault, Thanh Vinh Nguyen. Iodine-Catalyzed Synthesis of Substituted Furans and Pyrans: Reaction Scope and Mechanistic Insights. The Journal of organic chemistry. 2021 Jun 18;86(12):8154-8171