960化工网
Synthesis of primary propargylic alcohols from terminal alkynes using rongalite as the C1 unit†
Miao Wang,Shan Jiang,Xin-Xin Lu,Kun Zhang,Zi-Yi Yuan,Rui-Li Xu,Bang-Tun Zhao,An-Xin Wu
Organic & Biomolecular Chemistry Pub Date : 07/10/2023 00:00:00 , DOI:10.1039/D3OB00902E
Abstract

Here, an efficient leaving group-activated methylene alcohol strategy for the preparation of primary propargyl alcohols from terminal alkynes by employing the bulk industrial product rongalite as the C1 unit has been described. The reaction avoids the low-temperature reaction conditions and inconvenient lithium reagents required for the classical method of preparing primary propargylic alcohols. Preliminary mechanistic studies showed that the reaction may not proceed via formaldehyde intermediates, but through the direct nucleophilic attack of the terminal alkyne on the carbon atom of rongalite by activation through SO2 as a leaving group.

Graphical abstract: Synthesis of primary propargylic alcohols from terminal alkynes using rongalite as the C1 unit
平台客服
平台客服
平台在线客服