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Palladium‐Catalyzed Cascade Hydrosilylation and Amino‐Methylation of Isatin Derivatives
Author(s) -
Liu Yue,
Xia YunTao,
Cui SuHang,
Ji YiGang,
Wu Lei
Publication year - 2020
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202000266
Subject(s) - chemistry , chemoselectivity , hydrosilylation , isatin , palladium , catalysis , adduct , methylation , solvent , cascade , organic chemistry , combinatorial chemistry , biochemistry , chromatography , gene
We demonstrate that using palladium acetate as a catalyst for reduction of DMF and isatin derivatives by hydrosilanes, a cascade hydrosilylation and amino‐methylation reaction can be realized. With DMF as a reactant and a solvent, the in‐situ generated siloxymethylamine intermediate, an adduct of DMF and hydrosilanes, smoothly participates in the successive stages, providing a serials of Si, N‐functionalized indolin‐2‐ones in moderate to good yields. This strategy exhibits high chemoselectivity toward carbonyl moieties reduction among the substrates.