10.1002/ejoc.202000134
European Journal of Organic Chemistry
COMMUNICATION
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To an oven dried transparent 10 mL Schlenk tube equipped with
stirring bar, Ir[dF(CF3)ppy)]2(dtbbpy)PF6 (4.5 mg, 0.004 mmol,
0.02
equiv),
potassium
[18-C-6]
bis(catecholato)bromomethylsilicate (3) (256.6 mg, 0.4 mmol, 2
equiv), and the corresponding alkene (0.2 mmol, 1.0 equiv) were
added. The tube was evacuated and filled with nitrogen for 3
times. The tube was then charged with degassed DMSO (6.0
mL, 0.033 M) via a syringe. The tube was irradiated with a 9 W
blue LED light strip spiraled within a bowel for 24 h (cooling with
a fan). After the reaction was complete, the reaction solution
was diluted with saturated Na2CO3 aqueous solution (10.0 mL),
and was extracted with EtOAc (4 x 10 mL). The organic layers
were combined and dried over MgSO4, concentrated in vacuo.
Flash chromatography over silica gel afforded the product.
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Acknowledgements
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This work was supported by the Zhejiang Provincial Natural
Science Foundation of China (No. LY20B020008), the Ningbo
Natural Science Foundation (Nos. 2019A610130 and
2019A610203), Science and Technology Innovation 2025 Major
Project of Ningbo (No. 2019B10112), and the National Training
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Programs
Undergraduates.
Chaozhong Li (SIOC) for valuable discussions.
for
Innovation
The authors
and
Entrepreneurship
acknowledge Professor
for
Keywords: photoredox • bromomethyl radical • redox-neutral •
radical-polar crossover • cyclopropanation
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