Gold(i)-catalyzed addition of carboxylic acids to internal alkynes in aqueous medium
We report herein the efficient hydro-oxycarbonylation of symmetrical and unsymmetrical internal alkynes with carboxylic acids in water at 60 °C, employing the catalytic system [AuCl(PPh3)]/AgOAc (5 mol%). This simple and eco-friendly protocol allows for the synthesis of a wide variety of trisubstituted enol esters (37 examples) in high yields and with complete Z-stereoselectivity. The use of microwave irradiation as an alternative energy source has also been evaluated.
González-Liste, Pedro J.,García-Garrido, Sergio E.,Cadierno, Victorio
p. 1670 - 1679
(2017/02/23)
Directing group assisted copper-catalyzed chemoselective O-aroylation of phenols and enols using alkylbenzenes
By using alkylbenzenes as aroyl surrogates, copper(II) catalyzed chemoselective O-aroylations of 1,3-dicarbonyl compounds and phenolic-OH ortho to carbonyl (-CHO,-COR) groups have been achieved. A dual mechanism operating in tandem for these transformations has been supported by a crossover experiment.
Rout, Saroj Kumar,Guin, Srimanta,Banerjee, Arghya,Khatun, Nilufa,Gogoi, Anupal,Patel, Bhisma K.
supporting information
p. 4106 - 4109
(2013/09/12)
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