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Selective Synthesis of 5‐Alkylated and 5‐Alkenylated Chromones via Catalytic C‐H Coupling of Chromones with Allyl Alcohols
Author(s) -
Du YaZhen,
Wang YuJiao,
Zhao QingYang,
Zhao LiMing
Publication year - 2021
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202100213
Subject(s) - chemistry , alkylation , selectivity , derivatization , catalysis , organic chemistry , reactivity (psychology) , combinatorial chemistry , high performance liquid chromatography , medicine , alternative medicine , pathology
Herein, we describe two types of C5 functionalization reactions of chromones with allyl alcohols. Diverse 5‐substituted chromones can be produced by modulating the catalysts in these reactions: Rh(III) results in the formation of 5‐alkylated chromones, and Ru(II) furnishes 5‐alkenylated products. We also achieve further functionalizations of these 5‐substituted chromones, which demonstrates the superiority of this method. Notable features of these new methods include readily available precursors, tunable reactivity, exclusive C5‐selectivity, and easy derivatization of products.