66294-44-8Relevant academic research and scientific papers
Photoredox/nickel dual-catalyzed regioselective alkylation of propargylic carbonates for trisubstituted allenes
Zhou, Zhao-Zhao,Song, Xian-Rong,Du, Sha,Xia, Ke-Jian,Tian, Wan-Fa,Xiao, Qiang,Liang, Yong-Min
supporting information, p. 9390 - 9393 (2021/09/22)
Herein, a highly regioselective alkylation of propargylic carbonates for trisubstituted allenes with alkyl 1,4-dihydropyridine derivatives (1,4-DHPs) is developedviaa photoredox/nickel dual-catalyzed process, which represents the first direct approach to access alkylated allene products without alkyl organometallic reagents. This method features a broad substrate scope and mild conditions. A hypothetical mechanism with an alkyl radical and an allenyl Ni(iii) species is proposed. Benzylation products were also obtained to be the complement building blocks for the potential synthesis of pharmaceuticals.
PROPARGYL ORGANOMETALLIC COMPOUNDS. II. ALKYLATION OF SODIUM DERIVATIVES OF 1-ALKYL-1-ARYL-2-ALKYNES IN LIQUID AMMONIA
Libman, N. N.,Sevryukov, Yu. P.
, p. 68 - 75 (2007/10/02)
In most cases the alkylation of the sodium derivatives of 1-phenyl-1-alkyl-2-alkynes by methyl, ethyl, isopropyl, and tert-butyl bromides in liquid ammonia takes place preferentially at the sp2-hybridized carbon atom, and this leads to the formation of the corresponding acetylenes.The regioselectivity of the reaction is explained by the greater softness of the trigonal atom of the ambident propargyl anion and its smaller screening by the solvate shell compared with the diagonal atom.
