Highly Efficient Visible-Light-Driven [2+2] Cycloaddition of Maleimides to Alkenes and Alkynes for the Synthesis of 3-Azabicyclo[3.2.0]heptane-Fused Scaffolds

被引:11
作者
He, Jian [1 ]
Liu, Qiang [1 ]
机构
[1] Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
来源
SYNTHESIS-STUTTGART | 2022年 / 54卷 / 04期
基金
中国国家自然科学基金;
关键词
visible light sensitization; energy transfer; photocatalysis; cycloadditions; 3-azabicyclo[3.2.0]heptanes; ACID-DERIVATIVES; AMINO-ACIDS; PHOTOCYCLOADDITION; TRANSFORMATIONS; PHOTOCHEMISTRY; PHOTOCATALYSIS;
D O I
10.1055/a-1480-3215
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly efficient [2+2] cycloaddition between maleimides and unsaturated moieties, utilizing a visible-light triplet sensitization mode, has been developed for the direct synthesis of multifunctional 3-azabicyclo[3.2.0]heptane derivatives. This reaction relies on selective activation of the maleimide functionality upon energy transfer from a new photosensitizer that outperforms diverse well-established photosensitizers. The strategy developed herein overcomes previous obstacles such as limited substrate scope and undesired reaction pathways under harsh UV irradiation.
引用
收藏
页码:925 / 942
页数:18
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