Lewis Acid Enables Ketone Phosphorylation to Form a C-P Bond and a C-C Bond: Synthesis of 9-Phosphoryl Fluorene Derivatives

Org Lett. 2021 Sep 17;23(18):7100-7105. doi: 10.1021/acs.orglett.1c02504. Epub 2021 Aug 26.

Abstract

An efficient method for the Lewis acid promotion of the synthesis 9-phosphoryl fluorenes has been reported. This method focuses on ketone phosphonylation to form a C-P bond and a C-C bond between diphenylmethanone and H-phosphinate esters, H-phosphites, and H-phosphine oxides via phospha-aldol elimination, in which a series of 9-phosphoryl fluorene derivatives were selectively obtained in moderate to excellent yields.

Publication types

  • Research Support, Non-U.S. Gov't