TEMPO-Catalyzed Direct Conversion of Primary Alcohols to α-Chloroacetals with TCCA Both as an Oxidant and a Chlorination Reagent | Zendy

Guangyuan Feng | Zendy; Suliu Feng | Zendy; Lei Liu | Zendy; Haitang Du | Zendy; Chunbao Li | Zendy

Open Access

TEMPO-Catalyzed Direct Conversion of Primary Alcohols to α-Chloroacetals with TCCA Both as an Oxidant and a Chlorination Reagent

Author(s) -

Guangyuan Feng,

Suliu Feng,

Lei Liu,

Haitang Du,

Chunbao Li

Publication year - 2018

Publication title -

acs omega

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.779

H-Index - 40

ISSN - 2470-1343

DOI - 10.1021/acsomega.8b01501

Subject(s) - reagent , chemistry , catalysis , primary (astronomy) , trichloroisocyanuric acid , solvent , alcohol oxidation , organic chemistry , enol , combinatorial chemistry , physics , astronomy

Multistep reactions are often required for the transformation of alcohols to α-chloroacetals via the unstable intermediates aldehydes or α-halo aldehydes. Herein, we report a simplified procedure for practical synthesis of α-chloroacetals using 2,2,6,6-tetramethylpiperidine-1-oxyl as a catalyst and trichloroisocyanuric acid both as an oxidant and a chlorination reagent. The reaction is one-pot, solvent-free and high-yielding. In addition, the α-chloroacetals have been transformed to enol ethers through the elimination reaction in the presence of sodium.

The content you want is available to Zendy users.

Already have an account? Click here to sign in.

Having issues? You can contact us here

Accelerating Research