Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact: purchase@heterocycles.com

Price: ¥ 4,320 (Yen only)
Period: This Article can be accessed for 7 days.

Paper | Regular issue | Vol 87, No. 10, 2013, pp.2023-2029
Published online, 10th September, 2013
DOI: 10.3987/COM-13-12789
Facile Synthesis of Indolines by a Tandem Nitro-reduction Aza Michael Addition Reaction

Wellington Martins Ventura, Luiz Guilherme Souza de Assis, and Jason Guy Taylor*

*Department of Chemistry, Federal University of Ouro Preto, Bauxita, ICEB, UFOP, Ouro Preto 35400-000, Brazil

Abstract

A diverse array of substrates are conveniently prepared by coupling diazonium salts to ethyl vinyl ether and subjecting the resultant aldehyde intermediate to a Wittig reaction to provide α,β-unsaturated esters with only one purification step. The cyclisation of 4-aryl-but-2-enoates is carried out in the presence of stoichiometric amounts of SnCl22H2O and thus this one-pot strategy also permitted the expeditious synthesis of indolines in good yield.