14224-99-8Relevant articles and documents
A NEW SYNTHESIS OF OXAZOLES
Bhatt, M. Vivekananda,Reddy, Gaddam Subba
, p. 2359 - 2360 (1980)
Oxazoles are prepared from the ketoximes in a single pot sequence.
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Kitatani,K. et al.
, p. 1531 - 1532 (1974)
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Iodonium Cation-Pool Electrolysis for the Three-Component Synthesis of 1,3-Oxazoles
Sattler, Lars E.,Hilt, Gerhard
supporting information, p. 605 - 608 (2020/12/07)
The synthesis of 1,3-oxazoles from symmetrical and unsymmetrical alkynes was realized by an iodonium cation-pool electrolysis of I2 in acetonitrile with a well-defined water content. Mechanistic investigations suggest that the alkyne reacts with the acetonitrile-stabilized I+ ions, followed by a Ritter-type reaction of the solvent to a nitrilium ion, which is then attacked by water. The ring closure to the 1,3-oxazoles released molecular iodine, which was visible by the naked eye. Also, some unsymmetrical internal alkynes were tested and a regioselective formation of a single isomer was determined by two-dimensional NMR experiments.
Divergent Palladium-Catalyzed Tandem Reaction of Cyanomethyl Benzoates with Arylboronic Acids: Synthesis of Oxazoles and Isocoumarins
Chen, Jiuxi,Chen, Zhongyan,Dai, Ling,Shao, Yinlin,Xiong, Wenzhang,Xu, Tong,Yu, Shuling
supporting information, (2020/04/15)
A palladium-catalyzed tandem reaction of cyanomethyl benzoates with arylboronic acids has been achieved. Substitution at the 2-position of cyanomethyl benzoates was found to be crucial for the selective synthesis of oxazoles and isocoumarins. Cyanomethyl
Iodine(III)-Catalyzed Formal [2 + 2 + 1] Cycloaddition Reaction for Metal-Free Construction of Oxazoles
Yagyu, Takuma,Takemoto, Yusuke,Yoshimura, Akira,Zhdankin, Viktor V.,Saito, Akio
supporting information, p. 2506 - 2509 (2017/05/24)
The iodine(III) catalyst, in situ generated from iodoarene as a precatalyst with m-CPBA and Tf2NH, promoted the metal-free [2 + 2 + 1] cycloaddition-type reactions of alkynes, nitriles, and oxygen atoms for the regioselective formations of 2,4-disubstituted and 2,4,5-trisubstituted oxazole. A first example of iodine catalysis for multicomponent reactions is represented.