Unmasking Amides: Ruthenium-Catalyzed Protodecarbonylation of N-Substituted Phthalimide Derivatives
The unprecedented transformation of a wide range of synthetically appealing phthalimides into amides in a single-step operation has been achieved in high yields and short reaction times using a ruthenium catalyst. Mechanistic studies revealed a unique, homogeneous pathway involving five-membered ring opening and CO2 release with water being the source of protons.
Yuan, Yu-Chao,Kamaraj, Raghu,Bruneau, Christian,Labasque, Thierry,Roisnel, Thierry,Gramage-Doria, Rafael
supporting information
p. 6404 - 6407
(2017/12/08)
Polyethylene glycol as a nonionic liquid solvent for the synthesis of N-alkyl and N-arylimides
Polyethylene glycol (PEG) an inexpensive, nontoxic, environmentally friendly reaction medium for the synthesis of N-alkyl and N-arylphthalimides to afford the corresponding adducts in excellent yields under mild reaction conditions. The use of PEG avoids the use of acidic or basic catalysts, and moreover PEG could be recovered and reused.
Liang, Jun,Lv, Jing,Fan, Ji-Cai,Shang, Zhi-Cai
experimental part
p. 2822 - 2828
(2009/12/03)
A New Simple and Efficient Synthesis of N-Aryl Phthalimides in Ionic Liquid [bmim][PF6]
The room temperature ionic liquid [bmim][PF6], namely 1-butyl-3-methyl-imidazolium hexafluorophosphate, is used as an alternative solvent to classic solvents for the synthesis of a series of N-aryl phthalimides in good to excellent yields.
Zhou, Mei-Yun,Li, Yi-Qun,Xu, Xin-Ming
p. 3777 - 3780
(2007/10/03)
A rapid synthesis of N-aryl phthalimides under microwave irradiation in the absence of solvent
A mixture of phthalic anhydride (1) and aromatic amines (2a-h) were irradiated in a microwave oven for 2-10 min to provide N-aryl phthalimides (3a-h) in 91-95% yields.
Microwave Irradiation Promoted Reactions of Anhydrides with Isocyanates. Preparation of N-Substituted Phthalimides
The synthesis of N-substituted phthalimides by the condensation of anhydrides and isocyanates was conducted efficiently in a few minutes in unmodified commercial microwave ovens using unsealed vessels.
Khajavi, Mohammad S.,Nikpour, Farzad,Hajihadi, Mostafa
p. 96 - 97
(2007/10/03)
Kinetic Study on the Hydrolysis of 1-N-Naphthylphthalamic Acid (Naptalam)
The hydrolysis rate of 1-N naphthylphthalamic acid (Nap) was measured as a function of pH in the range of 0.9-5 and proceeds via undissociated neighboring carboxyl group participation as was proposed for other phthalamic acid derivatives.One of the main h
Granados, Alejandro,Nassetta, Mirtha,Rossi, Rita H. de
p. 2493 - 2496
(2007/10/02)
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