Synthesis of extended oxazoles II: reaction manifold of 2-(halomethyl)-4,5-diaryloxazoles

TETRAHEDRON LETTERS

卷:57

Article

Patil, Pravin C.¹  Luzzio, Frederick A.¹ 

[1] Univ Louisville, Dept Chem, 2320 South Brook St, Louisville, KY 40292 USA

关键词: Heterocycles;    Oxazoles;    Click chemistry;    Ligands;    Oxaprozin;   

DOI  :  10.1016/j.tetlet.2016.01.016

来源: Elsevier

【 摘 要 】

2-(Halomethyl)-4,5-diphenyloxazoles are effective, reactive scaffolds which can be utilized for synthetic elaboration at the 2 -position. Through substitution reactions, the chloromethyl analogue is used to prepare a number of 2-alkylamino-, 2-alkylthio-, and 2-alkoxy-(methyl) oxazoles. The 2-bromomethyl analogue offers a more reactive alternative to the chloromethyl compounds and is useful in the C-alkylation of a stabilized (malonate) carbanion as exemplified by a concise synthesis of Oxaprozin. (C) 2016 Elsevier Ltd. All rights reserved.

【 授权许可】

Free