479682-77-4Relevant academic research and scientific papers
Gold(I)-catalyzed stereoselective formation of functionalized 2,5-dihydrofurans
Buzas, Andrea,Istrate, Florin,Gagosz, Fabien
, p. 1957 - 1959 (2006)
A study concerning the gold(I)-catalyzed rearrangement of butynediol monobenzoates into functionalized 2,5-dihydrofurans is described. The mild reaction conditions employed allow the efficient and rapid stereoselective synthesis of a variety of 2,5-dihydrofurans via a sequence of two gold(I)-catalyzed isomerization steps.
Fluorine Effects on Group Migration via a Rhodium(V) Nitrenoid Intermediate
Wang, Cheng-Qiang,Zhang, Yu,Feng, Chao
supporting information, p. 14918 - 14922 (2017/10/12)
An unprecedented rhodium(III)-catalyzed hydroarylation of α,α-difluoromethylene alkynes with N-pivaloxyl aroylamides through sequential C?H activation and aryl migration is detailed herein. A large array of α,α-difluoromethylene alkynes and N-pivaloxyl aryl amides were amenable to this transformation, thus providing a novel synthetic protocol for the construction of difluorinated 2-alkenyl aniline derivatives in high yields and with excellent regioselectivity. Notably, unique fluorine effects were found to underlie the thus unconventional reaction manifold.
Conversion of (Z)-1,4-dihydroxyalk-2-enes into 2,5-dihydrofurans and of alkane-1,4-diols into tetrahydrofurans via acid-catalysed cyclisation of the monoisoureas formed by their copper(I)-mediated reactions with dicyclohexylcarbodiimide
Duffy, Michael G.,Grayson, David H.
, p. 1555 - 1563 (2007/10/03)
(Z)-1,4-dihydroxyalk-2-enes were converted into 2,5-dihydrofurans and alkane-1,4-diols were converted into tetrahydrofurans via acid-catalysed cyclisation of the monoisoureas. The reaction involved protonation of the carbodiimide by acidic phenol followed by reaction with alkanol. Pd/CaCo3-quinoline catalyst system was employed in the presence of a little triethylamine to overcome partial hydrogenolysis.
