Catalyst-controlled divergent transformations of N-sulfonyl-1,2,3-triazoles into isoquinolin-3-ones and 2-aminoindanones

被引:1
作者
Lee, Kyu Ree [1 ]
Jung, Da Jung [1 ]
Ahn, Subin [1 ]
Kim, Ji Won [1 ]
Lee, Sang-gi [1 ]
机构
[1] Ewha Womans Univ, Dept Chem & Nanosci, Seoul 03760, South Korea
基金
新加坡国家研究基金会;
关键词
N-SULFONYL 1,2,3-TRIAZOLES; NATURAL-PRODUCTS; REARRANGEMENT; LIGAND; BOND; HETEROCYCLES; CARBENES; UTILITY;
D O I
10.1039/d1ob00708d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel catalyst-controlled divergent intramolecular reactions of N-sulfonyl-1,2,3-triazoles with tethered-allylic alcohol have been developed. In the presence of the Pd(0) catalyst alone, 1-vinylated 1,4-dihydroisoquinolin-3-ones were formed, whereas 3-vinylated 2-aminoindanones were accessed under tandem, one-pot, Rh(ii)/Pd(0) dual catalytic conditions. Based on deuterium-labelling experiments and isolation of the intermediate, a plausible reaction mechanism has been proposed.
引用
收藏
页码:5093 / 5097
页数:5
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