Tan Pengwei, Wang Sunewang R
Chang-Kung Chuang Institute, School of Chemistry and Molecular Engineering , East China Normal University , 500 Dongchuan Lu , Shanghai 200241 , China.
Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development , East China Normal University , 3663 North Zhongshan Lu , Shanghai 200062 , China.
Org Lett. 2019 Aug 2;21(15):6029-6033. doi: 10.1021/acs.orglett.9b02182. Epub 2019 Jul 23.
An unprecedented reductive (3 + 2) annulation of both symmetrical and unsymmetrical benzils with pyrylium salts mediated by P(NMe) is described, leading to facile and stereoselective access to the challenging -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.
本文描述了在P(NMe)介导下，对称和不对称苯偶酰与吡喃盐进行的前所未有的还原(3 + 2)环化反应，该反应能在温和条件下简便且立体选择性地合成带有各种取代呋喃环的具有挑战性的α-查耳酮。在与2,6-二取代吡喃离子的2,3-双键进行的这种(3 + 2)环化反应中，源自苯偶酰的库克廷-拉米雷斯加合物作为未被充分研究的C3合成子，而非广泛研究的C1合成子。
