1262669-96-4Relevant articles and documents
Generation of gold carbenes in water: Efficient intermolecular trapping of the α-oxo gold carbenoids by indoles and anilines
Li, Long,Shu, Chao,Zhou, Bo,Yu, Yong-Fei,Xiao, Xin-Yu,Ye, Long-Wu
, p. 4057 - 4064 (2014)
The efficient intermolecular reaction of gold carbene intermediates, generated via gold-catalyzed alkyne oxidation, with indoles and anilines has been realized in aqueous media. Importantly, it was revealed for the first time that water could dramatically suppress the undesired over-oxidation, providing a general and practical solution to the problem of over-oxidation in gold-catalyzed intermolecular alkyne oxidation with external nucleophiles. This strategy was successfully applied to the formal synthesis of the Pfizer's chiral endothelin antagonist UK-350,926.
Regioselective functionalisation of dibenzothiophenes through gold-catalysed intermolecular alkyne oxyarylation
Barrett, Matthew J.,Davies, Paul W.,Grainger, Richard S.
, p. 8676 - 8686 (2015)
A protocol has been developed for direct Csp3-Csp2 bond formation at the 4- and 6-positions of dibenzothiophenes using a gold(i) catalyst with terminal alkynes and dibenzothiophene-S-oxides. The sulfoxide acts as a traceless directing group to avoid the need to prefunctionalise at carbon. The iterative use of this protocol is possible and has been employed in the preparation of novel macrocyclic structures. In addition, a cascade process shows how oxyarylations can be combined with other processes resulting in complex, highly efficient transformations.
Diversification of α-ketoamides: Via transamidation reactions with alkyl and benzyl amines at room temperature
Junaid, Qazi Mohammad,Kandasamy, Jeyakumar,Popuri, Sureshbabu,Sabiah, Shahulhameed,Singh, Shweta
supporting information, p. 7134 - 7140 (2021/08/30)
A wide range of N-tosyl α-ketoamides underwent transamidation with various alkyl amines in the absence of a catalyst, base, or additive. On the other hand, transamidation in N-Boc α-ketoamides was achieved in the presence of Cs2CO3. The reactions proceede
Synthesis of α-keto imides through copper-catalyzed oxidation of: N -sulfonyl ynamides
Liu, Xin,Zhang, Zhi-Xin,Zhou, Bo,Wang, Ze-Shu,Zheng, Ren-Hua,Ye, Long-Wu
supporting information, p. 10156 - 10159 (2017/12/26)
A novel copper-catalyzed N-oxide oxidation of N-sulfonyl ynamides is disclosed. This non-noble metal-catalyzed protocol enables facile and efficient access to valuable α-keto imides in generally good to excellent yields. Other notable features of this method include widespread availability of the substrates, compatibility with broad functional groups, a simple procedure, mild conditions, and in particular, no need to exclude moisture or air ("open flask").
