Chang-Kung Chuang Institute, East China Normal University, Shanghai 200062, China.
State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.
Org Lett. 2021 Mar 19;23(6):2375-2379. doi: 10.1021/acs.orglett.1c00670. Epub 2021 Mar 10.
A regio- and stereoselective hydrosilylation of 1,3-enynes with primary and secondary silanes to access 1,3-dienylsilanes is accomplished by employing an iron precatalyst bearing iminopyridine-oxazoline (IPO) ligand. The hydrosilylation proceeds via -addition of a Si-H bond to the alkyne group of 1,3-enynes, incorporating the silyl group at the site proximal to the alkene. The reaction features mild conditions, broad substrate scope, and good functional group tolerance. The synthetic utility was demonstrated by gram-scale reactions and further transformations.
一种铁前催化剂,带有亚胺吡啶-恶唑啉(IPO)配体,可实现 1,3-烯炔与伯、仲硅烷的区域和立体选择性氢化硅烷化反应,得到 1,3-二烯基硅烷。氢化硅烷化反应通过 Si-H 键与 1,3-烯炔的炔基加成进行,将硅烷基连接在靠近烯烃的位置。该反应具有条件温和、底物范围广、官能团容忍度好的特点。通过克级反应和进一步的转化,证明了其合成实用性。