Issue 6, 2020

Ynamides enabled 6-, 7-, and 8-endo-dig iodocyclization of ethoxyethyl ethers: rapid construction of medium-sized oxacycles at room temperature

Abstract

Iodocyclization of ethoxyethyl ethers to ynamides was developed to form six, seven-, and eight-membered cyclic ethers. These reactions reached completion within short reaction times (3 s to 3 h) at room temperature, and the cyclized products were obtained in good to quantitative yields. This is the first report of the construction of medium-sized oxacycles resulting from the iodocyclization of ynamides.

Graphical abstract: Ynamides enabled 6-, 7-, and 8-endo-dig iodocyclization of ethoxyethyl ethers: rapid construction of medium-sized oxacycles at room temperature

Supplementary files

Article information

Article type
Research Article
Submitted
20 Nov 2019
Accepted
20 Feb 2020
First published
24 Feb 2020

Org. Chem. Front., 2020,7, 879-884

Ynamides enabled 6-, 7-, and 8-endo-dig iodocyclization of ethoxyethyl ethers: rapid construction of medium-sized oxacycles at room temperature

T. Okitsu, A. Namura, S. Kondo, S. Tada, M. Yanagida and A. Wada, Org. Chem. Front., 2020, 7, 879 DOI: 10.1039/D0QO00153H

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