Iodocyclization of ethoxyethyl ethers to ynamides: an immediate construction to benzo[b]furans

Takashi Okitsu; Kohei Nakata; Kenji Nishigaki; Naoyuki Michioka; Mitsuaki Karatani; Akimori Wada

doi:10.1021/jo500903y

Iodocyclization of ethoxyethyl ethers to ynamides: an immediate construction to benzo[b]furans

J Org Chem. 2014 Jun 20;79(12):5914-20. doi: 10.1021/jo500903y. Epub 2014 Jun 5.

Authors

Takashi Okitsu¹, Kohei Nakata, Kenji Nishigaki, Naoyuki Michioka, Mitsuaki Karatani, Akimori Wada

Affiliation

¹ Department of Organic Chemistry for Life Science, Kobe Pharmaceutical University , 4-19-1, Motoyamakita-machi, Higashinada-ku, Kobe 658-8558, Japan.

PMID: 24870612
DOI: 10.1021/jo500903y

Abstract

The iodocyclization of ethoxyethyl ethers to ynamides was completed within three seconds. The corresponding benzo[b]furans were obtained in high yields (84%-quant.) under mild conditions.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amides / chemistry*
Benzofurans / chemical synthesis*
Benzofurans / chemistry*
Catalysis
Cyclization
Ethers / chemistry*
Iodine / chemistry*
Molecular Structure
Stereoisomerism

Substances

Amides
Benzofurans
Ethers
Iodine