1415610-06-8Relevant articles and documents
Synthesis of 2,5-Disubstituted Oxazoles from Arylacetylenes and α-Amino Acids through an i 2 /Cu(NO 3) 2 ?3H 2 O-Assisted Domino Sequence
Wang, Jungang,Cheng, Yan,Xiang, Jiachen,Wu, Anxin
, p. 743 - 747 (2019)
A new strategy has been developed for the synthesis of 2,5-disubstituted oxazoles from easily available arylacetylenes and α-amino acids in the presence of Cu(NO 3) 2 ?3H 2 O and iodine. This reaction process involves the I 2 /Cu(NO 3) 2 ?3H 2 O-assisted transformation of arylacetylene to α-iodo acetophenone, Kornblum oxidation to phenylglyoxal, condensation to imine, decarboxylation/annulation/oxidation reaction sequence to approach 2,5-disubstituted oxazoles.
A facile synthesis of 2,5-disubstituted oxazoles via a copper-catalyzed cascade reaction of alkenes with azides
Li, Jiu-Ling,Wang, Ying-Chun,Li, Wei-Ze,Wang, Heng-Shan,Mo, Dong-Liang,Pan, Ying-Ming
, p. 17772 - 17774 (2015/12/18)
A novel and efficient approach to the synthesis of 2,5-disubstituted oxazoles is developed via a 1,3-dipolar cycloaddition/ring cleavage/1,2-H migration/denitrogenation/copper-catalyzed aerobic oxidative dehydrogenative cyclization cascade. The desired products can be obtained from readily available aromatic terminal alkenes and azides employing air as the oxidant under mild conditions, and it offers an attractive alternative method for the synthesis of oxazole derivatives.
Practical oxazole synthesis mediated by iodine from α-bromoketones and benzylamine derivatives
Gao, Wen-Chao,Wang, Ruo-Lin,Zhang, Chi
, p. 7123 - 7128 (2013/10/22)
The reagent system of I2/K2CO3 could efficiently promote the oxazole synthesis from α-bromoketones and benzylamine derivatives in DMF. This method was not only suitable for 2,5-diaryl oxazole synthesis but also for 2,4,5-trisubstituted oxazole and 5-alkyl/alkenyl oxazole synthesis. Furthermore, this method was successfully applied to a one-step synthesis of a natural product halfordinol in 62% yield.