Methods for the preparation of allenes employing indium- and zinc-mediated dehalogenation reactions in aqueous solutions

Mei-Huey Lin; Wen-Shing Tsai; Long-Zhi Lin; Shiang-Fu Hung; Tsung-Hsun Chuang; Yi-Jen Su

doi:10.1021/jo2015104

Methods for the preparation of allenes employing indium- and zinc-mediated dehalogenation reactions in aqueous solutions

J Org Chem. 2011 Oct 21;76(20):8518-23. doi: 10.1021/jo2015104. Epub 2011 Sep 21.

Authors

Mei-Huey Lin¹, Wen-Shing Tsai, Long-Zhi Lin, Shiang-Fu Hung, Tsung-Hsun Chuang, Yi-Jen Su

Affiliation

¹ Department of Chemistry, National Changhua University of Education, Changhua, Taiwan 50007. mhlin@cc.ncue.edu.tw

PMID: 21895004
DOI: 10.1021/jo2015104

Abstract

Simple and mild methods for the synthesis of allenes, employing indium- and zinc-mediated dehalogenation reactions of vicinal dihalides in an aqueous solvent, are described. By using these procedures, various allenylmethyl aryl ethers and monosubstituted allenes have been prepared in good to excellent yields.

Publication types

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

MeSH terms

Alkadienes / chemical synthesis*
Alkadienes / pharmacology
Antineoplastic Agents / chemical synthesis*
Antineoplastic Agents / pharmacology
Catalysis
Chemistry, Pharmaceutical / methods*
Ethers / chemical synthesis*
Ethers / pharmacology
Green Chemistry Technology*
Halogens / chemistry*
Humans
Indium / chemistry
Molecular Structure
Neoplasms / drug therapy
Solutions
Stereoisomerism
Water
Zinc / chemistry

Substances

Alkadienes
Antineoplastic Agents
Ethers
Halogens
Solutions
Indium
Water
propadiene
Zinc