Abstract
Various γ-acyloxyalkynyl ketones were efficiently converted into highly substituted furans with 2.5 mol % of triflimide (triphenylphosphine)gold(I) as a catalyst in dichloroethane at 70 °C.
Highlights
Furans are an important class of aromatic compounds
Various γ-acyloxyalkynyl ketones were efficiently converted into highly substituted furans with 2.5 mol % of triflimidegold(I) as a catalyst in dichloroethane at 70 °C
As summarized in Scheme 1, furans could be obtained by either gold(I) or gold(III) catalysis from various types of substrates such as allenyl ketones [8,9,10,11,12,13,14], enynes or diynes [15,16,17], alkynes and sulfur ylides [18,19], alkynyl oxiranes [20,21,22,23,24,25,26], alkynyl ketones [27,28,29,30,31,32,33,34,35], alkynyl alcohols [36,37,38,39,40,41,42,43,44,45,46], and alkynyl ethers [47,48]
Summary
Furans are an important class of aromatic compounds. They are found in many natural products, in pharmaceutical and agrochemical compounds as well as in flavor and fragrance industries [1]. Various γ-acyloxyalkynyl ketones were efficiently converted into highly substituted furans with 2.5 mol % of triflimide (triphenylphosphine)gold(I) as a catalyst in dichloroethane at 70 °C. We report that gold(I) can overcome these limitations, providing a general, fast and very efficient transformation of γ-acyloxyalkynyl ketones into trisubstituted and functionalized furans.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have