Preparation of 2,3-dihydrofurans via a double allylic substitution reaction of allylic nitro compounds

Toshiki Nakano; Koichiro Miyazaki; Akio Kamimura

doi:10.1021/jo5013042

Preparation of 2,3-dihydrofurans via a double allylic substitution reaction of allylic nitro compounds

J Org Chem. 2014 Sep 5;79(17):8103-9. doi: 10.1021/jo5013042. Epub 2014 Aug 11.

Authors

Toshiki Nakano¹, Koichiro Miyazaki, Akio Kamimura

Affiliation

¹ Department of Applied Molecular Bioscience, Graduate School of Medicine, Yamaguchi University , 2-16-1, Tokiwadai, Ube 755-8611, Japan.

PMID: 25093914
DOI: 10.1021/jo5013042

Abstract

A one-step conversion of allylic nitro compounds to substituted 2,3-dihydrofurans has been developed. Allylic nitro compounds, which are readily available from nitroalkenes and formaldehyde, underwent a double allylic substitution reaction catalyzed by a palladium complex to give 2,3-dihydrofurans in good yield.

Publication types

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

MeSH terms

Allyl Compounds / chemistry*
Formaldehyde / chemistry*
Furans / chemical synthesis*
Furans / chemistry
Molecular Structure
Nitro Compounds / chemistry*

Substances

Allyl Compounds
Furans
Nitro Compounds
Formaldehyde