Tunable Phosphine-Triggered Cascade Reactions of MBH Derivatives and 3-Acyl-2H-chromen-2-ones: Highly Selective Synthesis of Diverse Chromenones

Autor: Wei Yuan, Hu-Fei Zheng, Zi-Long Tang, De-Qing Shi, Zhi-Hua Yu
Rok vydání: 2013
Předmět:
Zdroj: European Journal of Organic Chemistry. 2014:583-591
ISSN: 1434-193X
DOI: 10.1002/ejoc.201301358
Popis: Diverse chromenones were synthesized through tunable phosphine-mediated cascade reactions between 3-acyl-2H-chromen-2-ones and Morita–Baylis–Hillman (MBH) derivatives. With different phosphine loadings and reaction temperatures, MBH derivatives act either as C1 or C3 synthons for the construction of potential biologically active 3-dihydrofuran-fused chromen-2-ones, 4-allyl-3-acyl-chromen-2-ones, or 6H-benzo[c]chromen-6-ones. This method has the advantages of mild conditions, simple workup, and wide substrate scope, which make it powerful for the synthesis of diverse chromenone derivatives.
Databáze: OpenAIRE