76620-28-5Relevant academic research and scientific papers
Formal metal-free γ-arylation of 1,3-dicarbonyl compounds: Via an isomerisation/1,4-addition/[3,3]-sigmatropic rearrangement sequence
Guan, Xi-Dong,Lu, Shi-Chao,Wen, Fu-Qiang
supporting information, p. 8964 - 8968 (2021/11/27)
A metal-free redox arylation of alkynes with sulfoxides has been developed to provide unconventional access to diverse γ-arylated 1,3-dicarbonyl compounds in an atom-economical manner. Mechanistic studies suggest that a conjugated allenone intermediate was generated in situ, which solves the problem of reactivity and regioselectivity of unsymmetrical dialkyl-substituted internal alkynes and enables the functionalisation of a broad range of substrates bearing electron-withdrawing functional groups. The resulting arylated 1,3-dicarbonyl compounds are versatile and useful building blocks for further functionalisation. This journal is
Cycloisomerization of Conjugated Allenones into Furans under Mild Conditions Catalyzed by Ligandless Au Nanoparticles
Zorba, Leandros,Kidonakis, Marios,Saridakis, Iakovos,Stratakis, Manolis
supporting information, p. 5552 - 5555 (2019/08/01)
Au nanoparticles supported on TiO2 (1 mol %) catalyze the quantitative cycloisomerization of conjugated allenones into furans under very mild conditions. The reaction rate is accelerated by adding acetic acid (1 equiv), but the acid does not participate in the protodeauration step as in the corresponding Au(III)-catalyzed transformation. The process is purely heterogeneous, allowing thus the recycling and reuse of the catalyst effectively in several runs.
Indium-mediated highly regioselective reaction of prop-2-ynyl bromides with acyl cyanides in aqueous media: A convenient synthesis of allenic and propargylic ketones
Yoo, Byung-Woo,Lee, Sung-Jae,Choi, Kwang-Hyun,Keum, Sam-Rok,Ko, Jae-Jung,Choi, Kyung-Il,Kim, Joong-Hyup
, p. 7287 - 7289 (2007/10/03)
Indium-mediated reaction of acyl cyanides 1 with prop-2-ynyl bromides 2 in aqueous media occurs regioselectively to afford either allenic 3 or propargylic ketones 4 depending on the γ-substituent of the prop-2-ynyl bromide under the mild conditions.
