Nickel-Catalyzed Sonogashira C(sp)-C(sp2) Coupling through Visible-Light Sensitization
An efficient method for visible-light-initiated, nickel-catalyzed Sonogashira C(sp)-C(sp2) coupling has been developed via an energy-transfer mode. Thioxanthen-9-one as a photosensitizer could significantly accelerate the arylation of alkynes with a wide
CsF-Mediated in Situ Desilylation of TMS-Alkynes for Sonogashira Reaction
A practical and mild set of conditions for the Sonogashira reaction utilizing CsF-mediated in situ TMS-alkyne desilylation followed by Sonogashira coupling has been developed for the synthesis of a variety of alkynyl benzenes and heteroarenes in good to excellent yields. This methodology demonstrates excellent functional group tolerance and simple purification, which allows large-scale industrial applications. This one-pot protocol enables a high-yielding Sonogashira coupling with volatile alkynes by avoiding challenging isolation of free alkynes.
Capani, Joseph S.,Cochran, John E.,Liang, Jianglin
p. 9378 - 9384
(2019/07/08)
Gold(l)-catalyzed ring expansions of unactivated alkynylcyclopropanes to (E)-2-alkylidenecyclobutanamines in the presence of sulfonamides
(Chemical Equation Presented) The ring expansion of cyclopropane derivatives provides a powerful method to construct synthetically useful four-membered carbocycles. Herein, a new type of gold(l)-catalyzed ring expansion of an unactivated alkynylcyclopropane/sulfonamide trapping strategy to (E)-2-alkylidenecyclobutanamines was described. The reaction tolerates a range of aryl and alkyl substituents with moderate to good yields.
Ye, Siyu,Yu, Zhi-Xiang
supporting information; experimental part
p. 804 - 807
(2010/04/06)
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