Functionalized cyanosilane and synthesis method and use thereof

Patent metadata

Field	Value
Publication number	US-10450331-B2
Application number	US-201815876464-A
Country	US
Kind code	B2
Filing date	Jan 22, 2018
Priority date	Jul 23, 2015
Publication date	Oct 22, 2019
Grant date	Oct 22, 2019

Abstract

The present teachings relate to a functionalized silyl cyanide and synthetic methods thereof. As an example, the method may include adding a raw material silane and a cyanide source MCN in an organic solvent to produce the functionalized silyl cyanide in the absence of catalyst or in the presence of a metal salt catalyst. The functionalized silyl cyanide may be used in the reactions that classic TMSCN participates in, to synthesize important intermediates (e.g., cyanohydrin, amino alcohols and α-amino nitrile compounds), with improved reactivity and selectivity. The cyanosilyl ether resulted from the nucleophilic addition of functionalized silyl cyanide to aldehyde or ketone may undergo intramolecular reaction under appropriate conditions to transfer the functional groups on silicon onto the other parts of the product linked to silicon. Such a functional group transfer process may increase the synthesis efficiency and atom economy, as well as afford products unobtainable using traditional TMSCN.

First claim

What is claimed is:

1. A functionalized silyl cyanide having the following formula (1):

wherein,
FG is selected from F, Cl, Br, I, CHF 2 , CHCl 2 , —CH 2 CH═CR 2 , —CH═CR 2 and —C≡CR; wherein, —CH 2 CH═CR 2 , —CH═CR 2 and —C≡CR are functional groups having unsaturated carbon-carbon bond, wherein, R is H, Me;
R 1 is Me, Et;
n=1-5;
where…

Assignees

• Univ East China Normal

Inventors

• Zhou Jian
• Zeng Xingping

Classifications

• C07C2601/14

  Chemistry & Metallurgy · mapped topic

• C07F7/0803 Primary

  Chemistry & Metallurgy · mapped topic

• C07C45/64

  Chemistry & Metallurgy · mapped topic

• C07F7/081

  Chemistry & Metallurgy · mapped topic

• G01N30/02

  Physics · mapped topic