Gold-Catalyzed Oxidative Cyclization/C-C Bond Cleavage of Ynones with External Nucleophiles: Synthesis of Linear Functionalized N-Tosylamides

被引：1
|
作者：
Lu, Mingduo [1 ]
Liu, Yuanhong [1 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Ctr Excellence Mol Synth, State Key Lab Organometall Chem,Univ Chinese Acad, Shanghai 200032, Peoples R China
来源：
ORGANIC LETTERS | 2023年 / 25卷 / 45期
基金：
中国国家自然科学基金;
关键词：
INTERMOLECULAR OXIDATION; STEREOSELECTIVE-SYNTHESIS; H FUNCTIONALIZATION; EFFICIENT SYNTHESIS; RING EXPANSION; CARBENES; ACCESS;
D O I：
10.1021/acs.orglett.3c03188
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A gold-catalyzed oxidative cyclization/nucleophilic addition/C-C bond cleavage reaction of ynones with various nucleophiles has been developed. This methodology allows for the formation of highly functionalized linear N-Ts amides with broad substrate scope, high efficiency, and general tolerance of functional groups. A wide range of nucleophiles such as alcohols, water, and amines including aryl and alkyl amines are compatible with the current method. The C-C triple bond cleavage of the ynone substrate was observed during the process.
引用
收藏
页码：8105 / 8109
页数：5
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