126773-83-9Relevant articles and documents
Preparation of 2,5-disubstituted oxazoles from N-propargylamides.
Arcadi,Cacchi,Cascia,Fabrizi,Marinelli
, p. 2501 - 2504 (2001)
[reaction: see text] 2,5-Disubstituted oxazoles have been prepared through the reaction of N-propargylamides with aryl iodides in the presence of Pd(2)(dba)(3), tri(2-furyl)phosphine, and NaO(t)()Bu. The reaction appears to proceed through a palladium-catalyzed coupling step followed by the in situ cyclization of the resultant coupling product.
Synthesis of substituted oxazoles from N-benzyl propargyl amines and acid chlorides
Wachenfeldt, Henrik V.,Paulsen, Filip,Sundin, Anders,Strand, Daniel
, p. 4578 - 4585 (2013/07/26)
The reaction between N-benzylpropargylamines and acid chlorides at elevated temperatures provides efficient, direct access to a variety of di- and tri-substituted oxazoles. The versatility of this reaction is explored and 21 examples are demonstrated. The usefulness of the methodology is showcased through the short and efficient formal syntheses of medicinally relevant drugs aleglitazar and romazarit. The reaction between N-benzylpropargylamines and acid chlorides at elevated temperatures gives oxazoles in up to 99 % yield. Twenty-one examples are demonstrated varying the substitution at all positions of the heterocycle. Copyright
Synthesis of oxazoles through Pd-catalyzed cycloisomerization-allylation of N-propargylamides with allyl carbonates
Saito, Akio,Iimura, Koichi,Hanzawa, Yuji
scheme or table, p. 1471 - 1474 (2010/04/29)
In the presence of Pd2(dba)3-Cy3P catalyst, IPr·HCl salt [IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene], and Cs2CO3, N-propargylamides react with allyl carbonates to give 2,5-disubstituted o
