Reductive (3 + 2) Annulation of Benzils with Pyrylium Salts: Stereoselective Access to Furyl Analogues of cis-Chalcones

Autor: Tan, Pengwei, Wang, Sunewang R.
Zdroj: Organic Letters; July 2019, Vol. 21 Issue: 15 p6029-6033, 5p
Abstrakt: An unprecedented reductive (3 + 2) annulation of both symmetrical and unsymmetrical benzils with pyrylium salts mediated by P(NMe2)3is described, leading to facile and stereoselective access to the challenging cis-chalcones decorated by various substituted furyl rings under mild conditions. Rather than the extensively studied C1 synthons, the Kukhtin–Ramirez adducts derived from benzils serve as the underexplored C3 synthons in this (3 + 2) annulation with the 2,3-double bond of the 2,6-disubstituted pyrylium ions.
Databáze: Supplemental Index