Synthesis of 1,6-dihydropyrimidines via copper-catalyzed multistep cascade reactions between O-propargylic aldoximes and isocyanates

TETRAHEDRON LETTERS

卷:55

Article

Nakamura, Itaru¹  Onuma, Toshiki²  Zhang, Dong²  Terada, Masahiro^1,2 

[1] Tohoku Univ, Grad Sch Sci, Res & Analyt Ctr Giant Mol, Sendai, Miyagi 9808578, Japan

[2] Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan

关键词: Cascade reaction;    Copper-catalyzed;    Rearrangement;    Alkyne;    Oximes;   

DOI  :  10.1016/j.tetlet.2013.12.105

来源: Elsevier

【 摘 要 】

Multi-step cascade reactions of O-propargylic oximes with isocyanates were carried out in the presence of copper catalysts to afford the corresponding 1,6-dihydropyrimidines in good yields. The multi-step reactions consisted of a 2,3-rearrangement, a [3+2] cycloaddition, decarboxylative ring opening involving a 1,4-hydrogen shift, and a 6 pi-electrocyclization. (C) 2014 Elsevier Ltd. All rights reserved.

【 授权许可】

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