Issue 1, 2016
From the journal:

New Journal of Chemistry

Hypervalent-iodine(iii) oxidation of hydrazones to diazo compounds and one-pot nickel(ii)-catalyzed cyclopropanation†

Haixuan Liu,a   Yunyang Weia  and  Chun Cai*a  

* Corresponding authors

a School of Chemical Engineering, Nanjing University of Science and Technology, Xiaolingwei 200, Nanjing 210094, People's Republic of China
E-mail: c.cai@njust.edu.cn

Abstract

A one-pot process for the catalytic cyclopropanation of various alkenes with unsubstituted hydrazones is described. Iodosobenzene (PhI[double bond, length as m-dash]O) was found to be a competent oxidant of hydrazones to diazo compounds. Ni(OH)2 was chosen as an effective and cheap metal catalyst. The cyclopropane products can be generated efficiently (5 min–4 h) in moderate to good yields (42–91%) under mild (80 °C) and neat conditions.

Graphical abstract: Hypervalent-iodine(iii) oxidation of hydrazones to diazo compounds and one-pot nickel(ii)-catalyzed cyclopropanation

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C5NJ02378E
Article type
Paper
Submitted
06 Sep 2015
Accepted
10 Nov 2015
First published
16 Nov 2015

New J. Chem., 2016,40, 674-678

Author version available

Download author version (PDF)

Permissions

Request permissions

Hypervalent-iodine(III) oxidation of hydrazones to diazo compounds and one-pot nickel(II)-catalyzed cyclopropanation

H. Liu, Y. Wei and C. Cai, New J. Chem., 2016, 40, 674 DOI: 10.1039/C5NJ02378E

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements