675129-33-6Relevant academic research and scientific papers
Metal-Free Hydrophosphoryloxylation of Ynamides: Rapid Access to Enol Phosphates
An, Dalie,Zhang, Weinan,Pan, Bin,Zhao, Yingying
supporting information, p. 314 - 317 (2020/12/11)
We herein report a metal-free hydrophosphoryloxylation of ynamides with phosphoric acids, which provides an expeditious route to access useful enol phosphates. The advantages of this protocol include exclusive selectivity, short reaction time, high efficiency, and broad substrate scope. Additionally, the products can serve as good partners in Suzuki-Miyaura cross-coupling.
AgNTf2-Catalyzed Regioselective C-H Alkenylation of N,N-Dialkylanilines with Ynamides
Guo, Jia-Ming,Lin, Guo-Qiang,Mao, Zhuo-Ya,Nie, Xiao-Di,Si, Chang-Mei,Wei, Bang-Guo
, (2022/02/07)
Regioselective C-H alkenylation of N,N-dialkylanilines with ynamides was developed using AgNTf2 as a catalyst. This approach represents a facile hydroarylation of ynamides, allowing for the introduction of an alkenyl group exclusively at the para position of aniline derivatives. As a result, a series of 4-alkenyl N,N-dialkylanilines were synthesized with excellent regioselectivities.
Tf2NH-Catalyzed Formal [3 + 2] Cycloaddition of Ynamides with Dioxazoles: A Metal-Free Approach to Polysubstituted 4-Aminooxazoles
Zhao, Yingying,Hu, Yancheng,Wang, Chunxiang,Li, Xincheng,Wan, Boshun
, p. 3935 - 3942 (2017/04/11)
An unprecedented Tf2NH-catalyzed formal [3 + 2] cycloaddition of ynamides with dioxazoles was developed to construct various polysubstituted 4-aminooxazoles. This approach features a metal-free catalytic bimolecular assembly of oxazole motifs, a low-cost catalyst, exceptionally mild reaction conditions, a very short reaction time, a broad substrate scope, and high efficiency. This metal-free protocol may find applications in pharmaceutical-oriented synthesis.
Copper-catalyzed coupling of 1,2-dibromo-1-styrenes with sulfonamides for the preparation of ynamides
Yang, Yuan,Zhang, Xiaoyun,Liang, Yun
supporting information, p. 6557 - 6560,4 (2012/12/11)
Ynamides were prepared through an efficient copper-catalyzed coupling reaction. In the presence of copper iodide, 1,10-phenanthroline, and Cs 2CO3, the coupling reaction of 1,2-dibromo-1-styrenes with sulfonamides proceeded smoothly
Synthesis and thermal cyclization of an enediyne-sulfonamide
Klein, Michael,K?nig, Burkhard
, p. 1087 - 1092 (2007/10/03)
The synthesis of an enediyne sulfonamide by alkylidene carbene rearrangement is reported. The compound cyclizes thermally to give the Bergman product, which was prepared independently for comparison. Like other σ-acceptor substituents at the enediyne alkyne termini, such as fluoride, oxonium or ammonium groups, the sulfonamide moiety enhances the reactivity for thermal Bergman cyclization as shown by the cyclization kinetic of the title compound.
