ChemInform Abstract: Visible-Light Photoredox-Catalyzed Semipinacol-Type Rearrangement: Trifluoromethylation/Ring Expansion by a Radical-Polar Mechanism.

ChemInform ◽  
2016 ◽  
Vol 47 (5) ◽  
pp. no-no
Author(s):  
Basudev Sahoo ◽  
Jun-Long Li ◽  
Frank Glorius
Keyword(s):  
Visible Light ◽  
Ring Expansion ◽  
Polar Mechanism

Unified Synthesis of Azepines by Visible-Light-Mediated Dearomative Ring Expansion of Aromatic N-Ylides

2021 ◽  
Author(s):  
Matthew J. Mailloux ◽  
Gabrielle S. Fleming ◽  
Shruti S. Kumta ◽  
Aaron B. Beeler
Keyword(s):  
Visible Light ◽  
Ring Expansion

Visible Light-Promoted Metal-Free Reduction of Organohalides by 2-Naphthyl or 2-Hydroxynaphthyl-Substituted 1,3-Dimethylbenzimidazolines

2015 ◽  
Vol 68 (11) ◽  
pp. 1648 ◽  
Author(s):  
Eietsu Hasegawa ◽  
Kazuma Mori ◽  
Shiori Tsuji ◽  
Kazuki Nemoto ◽  
Taku Ohta ◽  
...  
Keyword(s):  
Visible Light ◽  
Halogen Bond ◽  
Light Emitting Diode ◽  
Bond Cleavage ◽  
Ring Expansion ◽  
Single Electron Transfer ◽  
Reduction Reactions ◽  
Light Emitting ◽  
Reducing Ability ◽  
Carbon Radicals

The visible light-promoted reduction reactions of some organohalides were investigated using 2-aryl-1,3-dimethylbenzimidazolines (Ar-DMBIH) possessing 2-naphthyl or 2-hydroxynaphthyl substituents. In these reduction reactions, single-electron transfer from photo-excited Ar-DMBIH, attained by Xe lamp irradiation through an appropriate glass-filter (λ > 390 nm), to the halide substrates leads to the carbon–halogen bond cleavage, followed by the rearrangements of the formed carbon radicals such as 5-exo hexenyl cyclization and the Dowd–Beckwith ring expansion. Addition of 1,8-diazabicyclo[5.4.0]undec-7-ene was found to enhance the reducing ability of hydroxynaphthyl-substituted DMBIH. A household white light-emitting diode was also used as a light source for these reactions.

ChemInform Abstract: Dual Visible Light Photoredox and Gold-Catalyzed Arylative Ring Expansion.

ChemInform ◽  
2014 ◽  
Vol 45 (41) ◽  
pp. no-no
Author(s):  
Xing-zhong Shu ◽  
Miao Zhang ◽  
Ying He ◽  
Heinz Frei ◽  
F. Dean Toste
Keyword(s):  
Visible Light ◽  
Ring Expansion

Visible-Light Photoredox-Catalyzed C−H Difluoroalkylation of Hydrazones through an Aminyl Radical/Polar Mechanism

2015 ◽  
Vol 55 (8) ◽  
pp. 2939-2943 ◽  
Author(s):  
Pan Xu ◽  
Guoqiang Wang ◽  
Yuchen Zhu ◽  
Weipeng Li ◽  
Yixiang Cheng ◽  
...  
Keyword(s):  
Visible Light ◽  
Aminyl Radical ◽  
Polar Mechanism

scholarly journals Dual Visible Light Photoredox and Gold-Catalyzed Arylative Ring Expansion

2014 ◽  
Vol 136 (16) ◽  
pp. 5844-5847 ◽  
Author(s):  
Xing-zhong Shu ◽  
Miao Zhang ◽  
Ying He ◽  
Heinz Frei ◽  
F. Dean Toste
Keyword(s):  
Visible Light ◽  
Ring Expansion

Visible-Light Photoredox-Catalyzed C−H Difluoroalkylation of Hydrazones through an Aminyl Radical/Polar Mechanism

2015 ◽  
Vol 128 (8) ◽  
pp. 2992-2996 ◽  
Author(s):  
Pan Xu ◽  
Guoqiang Wang ◽  
Yuchen Zhu ◽  
Weipeng Li ◽  
Yixiang Cheng ◽  
...  
Keyword(s):  
Visible Light ◽  
Aminyl Radical ◽  
Polar Mechanism

Visible-Light-Induced Aza-Pinacol Rearrangement: Ring Expansion of Alkylidenecyclopropanes

2017 ◽  
Vol 19 (23) ◽  
pp. 6288-6291 ◽  
Author(s):  
Wen-Deng Liu ◽  
Guo-Qiang Xu ◽  
Xiu-Qin Hu ◽  
Peng-Fei Xu
Keyword(s):  
Visible Light ◽  
Ring Expansion ◽  
Pinacol Rearrangement
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