Diastereoselective Hydrodifluoromethylation of Alkenyl N-Heterocycles via Photocatalytic Radical-Polar Crossover

被引：0

作者：

Konowalchuk, Dawson J. ^{[1
,2
]}

Clement, Helen A. ^{[1
]}

Lofstrand, Verner A. ^{[1
]}

Kim, Jung Y. ^{[1
]}

Burford, Kristen N. ^{[1
]}

机构：

[1] Xenon Pharmaceut Inc, Burnaby, BC V5G 4W8, Canada

[2] Univ Alberta, Centennial Ctr Interdisciplinary Sci 4 010, Dept Chem, 11335 Saskatchewan Dr NW, Edmonton, AB T6G 2G2, Canada

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 21期

关键词：

DISCOVERY; FLUORINE; DIFLUOROMETHYLATION; INHIBITOR;

D O I：

10.1021/acs.joc.4c02169

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A diastereoselective hydrodifluoromethylation of N-heteroaryl alkenes was successfully established. This method was applicable to an array of N-heteroaryl substrates with both cyclic and acyclic alkenes while displaying tolerance to a variety of functional groups. The conditions were also expanded to obtain hydrotrifluoromethylated products with similar results. Initial mechanistic studies suggest that the final protonation step is accessed through a radical-polar crossover process.

引用

页码：16060 / 16064

页数：5

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