- Pyrenedione-Catalyzed α-Olefination of Nitriles under Visible-Light Photoredox Conditions
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Herein, we report a combination of pyrenedione (PD) and KOtBu to achieve facile alcohol dehydrogenation under visible-light excitation, where aerobic oxygen is utilized as the terminal oxidant. The resulting carbonyl compound can be easily converted to vinyl nitriles in a single-pot reaction, at 60 °C in 6-8 h. This environmentally benign, organocatalytic approach has distinct advantages over transition-metal-catalyzed α-olefination of nitriles, which often operate at a significantly higher temperature for an extended reaction time.
- Bains, Amreen K.,Ankit, Yadav,Adhikari, Debashis
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supporting information
p. 2019 - 2023
(2021/04/05)
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- Synthesis and characterization of phenanthrene derivatives for optoelectronic applications
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New phenanthrene derivatives, bearing cyano group at selected positions, have been prepared in good yields through Knoevenagel condensation and classical oxidative photocyclization. The optical properties of the cyanophenanthrenes have been investigated b
- Raouafi, Sondes,Aloui, Faouzi,Raouafi, Amal,Hassine, Béchir Ben
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p. 697 - 703
(2017/06/13)
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- Atmosphere-Controlled Chemoselectivity: Rhodium-Catalyzed Alkylation and Olefination of Alkylnitriles with Alcohols
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The chemoselective alkylation and olefination of alkylnitriles with alcohols have been developed by simply controlling the reaction atmosphere. A binuclear rhodium complex catalyzes the alkylation reaction under argon through a hydrogen-borrowing pathway and the olefination reaction under oxygen through aerobic dehydrogenation. Broad substrate scope is demonstrated, permitting the synthesis of some important organic building blocks. Mechanistic studies suggest that the alkylation product may be formed through conjugate reduction of an alkene intermediate by a rhodium hydride, whereas the formation of olefin product may be due to the oxidation of the rhodium hydride complex with molecular oxygen.
- Li, Junjun,Liu, Yuxuan,Tang, Weijun,Xue, Dong,Li, Chaoqun,Xiao, Jianliang,Wang, Chao
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supporting information
p. 14445 - 14449
(2017/10/07)
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