N-Propargylation of secondary amines directly using calcium carbide as an acetylene source-Reference-Cited by-同舟云学术

N-Propargylation of secondary amines directly using calcium carbide as an acetylene source

Published:2017-06 Issue:6 Volume:41 Page:341-345
ISSN:1747-5198
Container-title:Journal of Chemical Research
language:en
Short-container-title:Journal of Chemical Research

Author:

Fu Rugang¹,Li Zheng¹

Affiliation:

1. College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, Gansu 730070, P.R. China

Abstract

A one-pot N-propargylation of secondary amines has been achieved by heating the amine with formaldehyde and calcium carbide in DMSO in the presence of CuCl as a catalyst. Fifteen examples of propargylic tertiary amines, 12 of which are novel, were efficiently prepared in yields of 65–84%. The advantages of the method are broad substrate scope and a simple work-up procedure.

Publisher

SAGE Publications

Subject

General Chemistry

Link

http://journals.sagepub.com/doi/pdf/10.3184/174751917X14949427622099

Reference27 articles.

1. Ruthenium-Catalyzed Enantioselective Propargylation of Aromatic Compounds with Propargylic Alcohols via Allenylidene Intermediates

2. Remarkable Effect of N-Substituent on Enantioselective Ruthenium-Catalyzed Propargylation of Indoles with Propargylic Alcohols

3. Construction of Chiral Tri‐ and Tetra‐Arylmethanes Bearing Quaternary Carbon Centers: Copper‐Catalyzed Enantioselective Propargylation of Indoles with Propargylic Esters

4. Copper-Catalyzed Direct Propargylation of Polyfluoroarenes with Secondary Propargyl Phosphates

5. Copper Catalyzed Asymmetric Propargylation of Aldehydes

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