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Lewis base‐catalyzed electrophilic lactonization of selenyl bromide resin and facile solid‐phase synthesis of furan‐2(5 H )‐one derivatives
Author(s) -
Jun He Rong,
Chun Zhu Bing,
Wang Yu Guang
Publication year - 2014
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.3157
Subject(s) - chemistry , furan , catalysis , electrophile , bromide , nucleophile , lewis acids and bases , selenium , organic chemistry , base (topology) , combinatorial chemistry , mathematical analysis , mathematics
A facile solid‐phase synthesis approach was developed for the rapid synthesis of multi‐substituted furan‐2(5 H )‐one derivatives libraries. The synthetic strategy included the selenyl bromide resin‐induced electrophilic lactonization catalyzed by Lewis base, lithiation , nucleophilic substitution and oxidation–elimination of the selenium resins. The advantages of the new method are good yields, high purity, straightforward operations and high diversity of the products, lack of odor, and good stability of the selenium resins. Copyright © 2014 John Wiley & Sons, Ltd.