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

Autor:	Domenic P. Pace, Raphaël Robidas, Claude Y. Legault, Thanh Vinh Nguyen, Uyen P. N. Tran
Rok vydání:	2021
Předmět:	010405 organic chemistry Organic Chemistry chemistry.chemical_element Iodides 010402 general chemistry Iodine 01 natural sciences Combinatorial chemistry Catalysis 0104 chemical sciences chemistry Density functional theory Furans Catalytic method Pyrans
Zdroj:	The Journal of Organic Chemistry. 86:8154-8171
ISSN:	1520-6904 0022-3263
DOI:	10.1021/acs.joc.1c00608
Popis:	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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::8d52d2448a7cf19db23ce3b7f600a12b https://doi.org/10.1021/acs.joc.1c00608 Zobrazit plný text záznamu