Catalytic α-Hydroarylation of Acrylates and Acrylamides via an Interrupted Hydrodehalogenation Reaction
作者:Alena M. Vasquez、John A. Gurak、Candice L. Joe、Emily C. Cherney、Keary M. Engle
DOI:10.1021/jacs.0c03040
日期:2020.6.10
The palladium-catalyzed, α-selective hydroarylation of acrylates and acrylamides is reported. Under optimized conditions, this method is highly tolerant of a wide range of substrates including those with base sensitive functional groups and/or multiple enolizable carbonyl groups. A detailed mechanistic study was undertaken, and the high selectivity of this transformation was shown to be enabled by
products can be obtained in moderate to good yields, which offers practical access to five- and six-membered lactams. This protocol has predictable regio- and chemoselectivity, excellent functional group compatibility and ease of operation in air, representing a significant step-forward towards manganese-catalyzed C-C coupling.
Geometry-Constrained <i>N</i>,<i>N</i>,<i>O</i>-Nickel Catalyzed α-Alkylation of Unactivated Amides via a Borrowing Hydrogen Strategy
作者:Xue Yang、Xiaoyu Tian、Nan Sun、Baoxiang Hu、Zhenlu Shen、Xinquan Hu、Liqun Jin
DOI:10.1021/acs.organomet.2c00470
日期:2023.1.9
geometry-constrained tridentate N,N,O-nickel complex for selective α-alkylation of unactivated amides using readily available alcohols as the alkylating reagents. The newly developed transformation could accommodate a broad substrate scope including various substituted benzylic or aliphatic alcohols and tertiary/secondary acyclic amides or lactams. The tolerance of methanol and ethanol in this protocol provided a novel