使用汞盐合成烷基芳基炔烃和二芳基炔烃的α-二酮。

Synthesis of α-diketones from alkylaryl- and diarylalkynes using mercuric salts.

机构信息

Department of Chemistry and Biochemistry, University of California, Los Angeles , 405 Hilgard Avenue, Los Angeles, California 90095, United States.

出版信息

Org Lett. 2014 Apr 18;16(8):2142-5. doi: 10.1021/ol500592m. Epub 2014 Apr 1.

DOI:10.1021/ol500592m

PMID:24684513

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4316994/

Abstract

Both alkylarylalkynes and diarylalkynes 1 are converted into the α-diketones 2 in good yield by the use of mercuric salts, e.g., mercuric nitrate hydrate or mercuric triflate, in the presence of water. Other mercuric salts, e.g., sulfate, chloride, acetate, or trifluoroacetate, do not provide the diketone product. A possible mechanism is proposed.

摘要

使用硝酸亚汞或三氟甲磺酸汞等汞盐，并在有水存在的情况下，烷基芳基炔烃和二芳基炔烃 1 都可以很好地转化为α-二酮 2，产率较高。其他汞盐，例如硫酸盐、氯化物、醋酸盐或三氟醋酸盐，都不能提供二酮产物。提出了一种可能的机理。